TY  - JOUR
AU  - Selaković, Života
AU  - Nikolić, Andrea
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4871
AB  - Decarbonylation is an invaluable reaction, utilized by nature and chemists alike. In different life forms, such as prokaryotes, plants and animals, this transformation is catalyzed by aldehyde decarbonylases. In the laboratory, the transition metal-catalyzed (TMC) decarbonylation, which was first achieved in 1959, is by and large the dominant way for conducting this reaction. The carbon-carbon bond cleavage is most often made possible by RhCl(PPh3)3 i. e. Wilkinson's catalyst, but other metals are also used, both in academia and in industry. In this review, we chose to present the applications of TMC decarbonylation in the synthesis of natural products and their derivatives. More than 30 examples are showcased and categorized into three categories based on the essence of the role of the aldehyde group in the synthesis. A short outlook is given in the end, listing the different advantages and disadvantages of Wilkinson's catalyst, as well as offering a brief prospect for the future.
PB  - Wiley
T2  - European Journal of Organic Chemistry
T1  - Application of Transition Metal-Catalyzed Decarbonylation of Aldehydes in the Total Synthesis of Natural Products
VL  - 2022
IS  - 1
SP  - e202101265
DO  - 10.1002/ejoc.202101265
ER  - 

@article{
author = "Selaković, Života and Nikolić, Andrea and Ajdačić, Vladimir and Opsenica, Igor",
year = "2022",
abstract = "Decarbonylation is an invaluable reaction, utilized by nature and chemists alike. In different life forms, such as prokaryotes, plants and animals, this transformation is catalyzed by aldehyde decarbonylases. In the laboratory, the transition metal-catalyzed (TMC) decarbonylation, which was first achieved in 1959, is by and large the dominant way for conducting this reaction. The carbon-carbon bond cleavage is most often made possible by RhCl(PPh3)3 i. e. Wilkinson's catalyst, but other metals are also used, both in academia and in industry. In this review, we chose to present the applications of TMC decarbonylation in the synthesis of natural products and their derivatives. More than 30 examples are showcased and categorized into three categories based on the essence of the role of the aldehyde group in the synthesis. A short outlook is given in the end, listing the different advantages and disadvantages of Wilkinson's catalyst, as well as offering a brief prospect for the future.",
publisher = "Wiley",
journal = "European Journal of Organic Chemistry",
title = "Application of Transition Metal-Catalyzed Decarbonylation of Aldehydes in the Total Synthesis of Natural Products",
volume = "2022",
number = "1",
pages = "e202101265",
doi = "10.1002/ejoc.202101265"
}

Selaković, Ž., Nikolić, A., Ajdačić, V.,& Opsenica, I.. (2022). Application of Transition Metal-Catalyzed Decarbonylation of Aldehydes in the Total Synthesis of Natural Products. in European Journal of Organic Chemistry
Wiley., 2022(1), e202101265.
https://doi.org/10.1002/ejoc.202101265

Selaković Ž, Nikolić A, Ajdačić V, Opsenica I. Application of Transition Metal-Catalyzed Decarbonylation of Aldehydes in the Total Synthesis of Natural Products. in European Journal of Organic Chemistry. 2022;2022(1):e202101265.
doi:10.1002/ejoc.202101265 .

Selaković, Života, Nikolić, Andrea, Ajdačić, Vladimir, Opsenica, Igor, "Application of Transition Metal-Catalyzed Decarbonylation of Aldehydes in the Total Synthesis of Natural Products" in European Journal of Organic Chemistry, 2022, no. 1 (2022):e202101265,
https://doi.org/10.1002/ejoc.202101265 . .

TY  - JOUR
AU  - Radaković, Nataša
AU  - Nikolić, Andrea
AU  - Terzić-Jovanović, Nataša
AU  - Stojković, Pavle
AU  - Stanković, Nada
AU  - Šolaja, Bogdan A.
AU  - Opsenica, Igor
AU  - Pavić, Aleksandar
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4877
AB  - Candida albicans remains the main causal agent of candidiasis, the most common fungal infection with disturbingly high mortality rates worldwide. The limited diversity and efficacy of clinical antifungal drugs, exacerbated by emerging drug resistance, have resulted in the failure of current antifungal therapies. This imposes an urgent demand for the development of innovative strategies for effective eradication of candidal infections. While the existing clinical drugs display fungicidal or fungistatic activity, the strategy specifically targeting C. albicans filamentation, as the most important virulence trait, represents an attractive approach for overcoming the drawbacks related to clinical antifungals. The results acquired in this study revealed the significant potential of 5-aminotetrazoles as a new class of effective and safe anti-virulence agents. Moreover, these novel agents were active when applied both alone and in combination with clinically approved polyenes. Complete prevention of C. albicans morphogenetic yeast-to-hyphae transition was achieved at doses as low as 1.3 μM under conditions mimicking various filamentation-responsive stimuli in the human body, while no cardio- or hepatotoxicity was observed at doses as high as 200 μM. The treatment of C. albicans-infected zebrafish embryos with nystatin alone had low efficacy, while the combination of nystatin and selected 5-aminotetrazoles prevented fungal filamentation, successfully eliminating the infection and rescuing the infected embryos from lethal disseminated candidiasis. In addition, the most potent anti-virulence 5-aminotetrazole prevented C. albicans in developing the resistance to nystatin when applied in combination, keeping the fungus sensitive to the antifungal drug.
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis
VL  - 230
SP  - 114137
DO  - 10.1016/j.ejmech.2022.114137
ER  - 

@article{
author = "Radaković, Nataša and Nikolić, Andrea and Terzić-Jovanović, Nataša and Stojković, Pavle and Stanković, Nada and Šolaja, Bogdan A. and Opsenica, Igor and Pavić, Aleksandar",
year = "2022",
abstract = "Candida albicans remains the main causal agent of candidiasis, the most common fungal infection with disturbingly high mortality rates worldwide. The limited diversity and efficacy of clinical antifungal drugs, exacerbated by emerging drug resistance, have resulted in the failure of current antifungal therapies. This imposes an urgent demand for the development of innovative strategies for effective eradication of candidal infections. While the existing clinical drugs display fungicidal or fungistatic activity, the strategy specifically targeting C. albicans filamentation, as the most important virulence trait, represents an attractive approach for overcoming the drawbacks related to clinical antifungals. The results acquired in this study revealed the significant potential of 5-aminotetrazoles as a new class of effective and safe anti-virulence agents. Moreover, these novel agents were active when applied both alone and in combination with clinically approved polyenes. Complete prevention of C. albicans morphogenetic yeast-to-hyphae transition was achieved at doses as low as 1.3 μM under conditions mimicking various filamentation-responsive stimuli in the human body, while no cardio- or hepatotoxicity was observed at doses as high as 200 μM. The treatment of C. albicans-infected zebrafish embryos with nystatin alone had low efficacy, while the combination of nystatin and selected 5-aminotetrazoles prevented fungal filamentation, successfully eliminating the infection and rescuing the infected embryos from lethal disseminated candidiasis. In addition, the most potent anti-virulence 5-aminotetrazole prevented C. albicans in developing the resistance to nystatin when applied in combination, keeping the fungus sensitive to the antifungal drug.",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis",
volume = "230",
pages = "114137",
doi = "10.1016/j.ejmech.2022.114137"
}

Radaković, N., Nikolić, A., Terzić-Jovanović, N., Stojković, P., Stanković, N., Šolaja, B. A., Opsenica, I.,& Pavić, A.. (2022). Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis. in European Journal of Medicinal Chemistry
Elsevier., 230, 114137.
https://doi.org/10.1016/j.ejmech.2022.114137

Radaković N, Nikolić A, Terzić-Jovanović N, Stojković P, Stanković N, Šolaja BA, Opsenica I, Pavić A. Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis. in European Journal of Medicinal Chemistry. 2022;230:114137.
doi:10.1016/j.ejmech.2022.114137 .

Radaković, Nataša, Nikolić, Andrea, Terzić-Jovanović, Nataša, Stojković, Pavle, Stanković, Nada, Šolaja, Bogdan A., Opsenica, Igor, Pavić, Aleksandar, "Unraveling the anti-virulence potential and antifungal efficacy of 5-aminotetrazoles using the zebrafish model of disseminated candidiasis" in European Journal of Medicinal Chemistry, 230 (2022):114137,
https://doi.org/10.1016/j.ejmech.2022.114137 . .

TY  - DATA
AU  - Radaković, Nataša
AU  - Nikolić, Andrea
AU  - Terzić-Jovanović, Nataša
AU  - Stojković, Pavle
AU  - Stanković, Nada
AU  - Šolaja, Bogdan A.
AU  - Opsenica, Igor
AU  - Pavić, Aleksandar
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4878
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4878
ER  - 

@misc{
author = "Radaković, Nataša and Nikolić, Andrea and Terzić-Jovanović, Nataša and Stojković, Pavle and Stanković, Nada and Šolaja, Bogdan A. and Opsenica, Igor and Pavić, Aleksandar",
year = "2022",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4878"
}

Radaković, N., Nikolić, A., Terzić-Jovanović, N., Stojković, P., Stanković, N., Šolaja, B. A., Opsenica, I.,& Pavić, A.. (2022). Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137.. in European Journal of Medicinal Chemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4878

Radaković N, Nikolić A, Terzić-Jovanović N, Stojković P, Stanković N, Šolaja BA, Opsenica I, Pavić A. Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137.. in European Journal of Medicinal Chemistry. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_4878 .

Radaković, Nataša, Nikolić, Andrea, Terzić-Jovanović, Nataša, Stojković, Pavle, Stanković, Nada, Šolaja, Bogdan A., Opsenica, Igor, Pavić, Aleksandar, "Supplementary data for article: Radakovic, N.; Nikolić, A.; Jovanović, N. T.; Stojković, P.; Stankovic, N.; Šolaja, B.; Opsenica, I.; Pavic, A. Unraveling the Anti-Virulence Potential and Antifungal Efficacy of 5-Aminotetrazoles Using the Zebrafish Model of Disseminated Candidiasis. European Journal of Medicinal Chemistry 2022, 230, 114137. https://doi.org/10.1016/j.ejmech.2022.114137." in European Journal of Medicinal Chemistry (2022),
https://hdl.handle.net/21.15107/rcub_cherry_4878 .

TY  - JOUR
AU  - Nikolić, Andrea
AU  - Stanić, Jelena
AU  - Zlatar, Matija
AU  - Gruden, Maja
AU  - Anđelković, Boban D.
AU  - Selaković, Života
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4358
AB  - The Pd-catalyzed N-arylation method for the synthesis of eighteen N,1-diaryl-1H-tetrazol-5-amine derivatives is reported. By running the reactions at 35 °C, compounds were isolated as single isomers since the undesired Dimroth rearrangement was completely suppressed. Furthermore, the Dimroth rearrangement of N,1-diaryl-1H-tetrazol-5-amines was rationalized by conducting comprehensive experiments and NMR analysis as well as density functional theory (DFT) calculations of thermodynamic stability of the compounds. It was established that the Dimroth rearrangement is thermodynamically controlled, and the equilibrium of the reaction is determined by the stability of the corresponding isomers. The mechanism was investigated by additional DFT calculations, and the opening of the tetrazole ring was shown to be the rate-determining step. By maneuvering Pd-catalyzed N-arylation and the subsequent Dimroth rearrangement, two more N,1-diaryl-1H-tetrazol-5-amine derivatives were acquired, which otherwise cannot be synthesized by employing the C–N cross-coupling reaction.
PB  - American Chemical Society (ACS)
T2  - The Journal of Organic Chemistry
T1  - Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines
VL  - 86
IS  - 6
SP  - 4794
EP  - 4803
DO  - 10.1021/acs.joc.1c00282
ER  - 

@article{
author = "Nikolić, Andrea and Stanić, Jelena and Zlatar, Matija and Gruden, Maja and Anđelković, Boban D. and Selaković, Života and Ajdačić, Vladimir and Opsenica, Igor",
year = "2021",
abstract = "The Pd-catalyzed N-arylation method for the synthesis of eighteen N,1-diaryl-1H-tetrazol-5-amine derivatives is reported. By running the reactions at 35 °C, compounds were isolated as single isomers since the undesired Dimroth rearrangement was completely suppressed. Furthermore, the Dimroth rearrangement of N,1-diaryl-1H-tetrazol-5-amines was rationalized by conducting comprehensive experiments and NMR analysis as well as density functional theory (DFT) calculations of thermodynamic stability of the compounds. It was established that the Dimroth rearrangement is thermodynamically controlled, and the equilibrium of the reaction is determined by the stability of the corresponding isomers. The mechanism was investigated by additional DFT calculations, and the opening of the tetrazole ring was shown to be the rate-determining step. By maneuvering Pd-catalyzed N-arylation and the subsequent Dimroth rearrangement, two more N,1-diaryl-1H-tetrazol-5-amine derivatives were acquired, which otherwise cannot be synthesized by employing the C–N cross-coupling reaction.",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Organic Chemistry",
title = "Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines",
volume = "86",
number = "6",
pages = "4794-4803",
doi = "10.1021/acs.joc.1c00282"
}

Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B. D., Selaković, Ž., Ajdačić, V.,& Opsenica, I.. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. in The Journal of Organic Chemistry
American Chemical Society (ACS)., 86(6), 4794-4803.
https://doi.org/10.1021/acs.joc.1c00282

Nikolić A, Stanić J, Zlatar M, Gruden M, Anđelković BD, Selaković Ž, Ajdačić V, Opsenica I. Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. in The Journal of Organic Chemistry. 2021;86(6):4794-4803.
doi:10.1021/acs.joc.1c00282 .

Nikolić, Andrea, Stanić, Jelena, Zlatar, Matija, Gruden, Maja, Anđelković, Boban D., Selaković, Života, Ajdačić, Vladimir, Opsenica, Igor, "Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines" in The Journal of Organic Chemistry, 86, no. 6 (2021):4794-4803,
https://doi.org/10.1021/acs.joc.1c00282 . .

TY  - JOUR
AU  - Nikolić, Andrea
AU  - Stanić, Jelena
AU  - Zlatar, Matija
AU  - Gruden, Maja
AU  - Anđelković, Boban D.
AU  - Selaković, Života
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4359
AB  - The Pd-catalyzed N-arylation method for the synthesis of eighteen N,1-diaryl-1H-tetrazol-5-amine derivatives is reported. By running the reactions at 35 °C, compounds were isolated as single isomers since the undesired Dimroth rearrangement was completely suppressed. Furthermore, the Dimroth rearrangement of N,1-diaryl-1H-tetrazol-5-amines was rationalized by conducting comprehensive experiments and NMR analysis as well as density functional theory (DFT) calculations of thermodynamic stability of the compounds. It was established that the Dimroth rearrangement is thermodynamically controlled, and the equilibrium of the reaction is determined by the stability of the corresponding isomers. The mechanism was investigated by additional DFT calculations, and the opening of the tetrazole ring was shown to be the rate-determining step. By maneuvering Pd-catalyzed N-arylation and the subsequent Dimroth rearrangement, two more N,1-diaryl-1H-tetrazol-5-amine derivatives were acquired, which otherwise cannot be synthesized by employing the C–N cross-coupling reaction.
PB  - American Chemical Society (ACS)
T2  - The Journal of Organic Chemistry
T1  - Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines
VL  - 86
IS  - 6
SP  - 4794
EP  - 4803
DO  - 10.1021/acs.joc.1c00282
ER  - 

@article{
author = "Nikolić, Andrea and Stanić, Jelena and Zlatar, Matija and Gruden, Maja and Anđelković, Boban D. and Selaković, Života and Ajdačić, Vladimir and Opsenica, Igor",
year = "2021",
abstract = "The Pd-catalyzed N-arylation method for the synthesis of eighteen N,1-diaryl-1H-tetrazol-5-amine derivatives is reported. By running the reactions at 35 °C, compounds were isolated as single isomers since the undesired Dimroth rearrangement was completely suppressed. Furthermore, the Dimroth rearrangement of N,1-diaryl-1H-tetrazol-5-amines was rationalized by conducting comprehensive experiments and NMR analysis as well as density functional theory (DFT) calculations of thermodynamic stability of the compounds. It was established that the Dimroth rearrangement is thermodynamically controlled, and the equilibrium of the reaction is determined by the stability of the corresponding isomers. The mechanism was investigated by additional DFT calculations, and the opening of the tetrazole ring was shown to be the rate-determining step. By maneuvering Pd-catalyzed N-arylation and the subsequent Dimroth rearrangement, two more N,1-diaryl-1H-tetrazol-5-amine derivatives were acquired, which otherwise cannot be synthesized by employing the C–N cross-coupling reaction.",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Organic Chemistry",
title = "Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines",
volume = "86",
number = "6",
pages = "4794-4803",
doi = "10.1021/acs.joc.1c00282"
}

Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B. D., Selaković, Ž., Ajdačić, V.,& Opsenica, I.. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. in The Journal of Organic Chemistry
American Chemical Society (ACS)., 86(6), 4794-4803.
https://doi.org/10.1021/acs.joc.1c00282

Nikolić A, Stanić J, Zlatar M, Gruden M, Anđelković BD, Selaković Ž, Ajdačić V, Opsenica I. Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. in The Journal of Organic Chemistry. 2021;86(6):4794-4803.
doi:10.1021/acs.joc.1c00282 .

Nikolić, Andrea, Stanić, Jelena, Zlatar, Matija, Gruden, Maja, Anđelković, Boban D., Selaković, Života, Ajdačić, Vladimir, Opsenica, Igor, "Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines" in The Journal of Organic Chemistry, 86, no. 6 (2021):4794-4803,
https://doi.org/10.1021/acs.joc.1c00282 . .

TY  - DATA
AU  - Nikolić, Andrea
AU  - Stanić, Jelena
AU  - Zlatar, Matija
AU  - Gruden, Maja
AU  - Anđelković, Boban D.
AU  - Selaković, Života
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4360
AB  - Copies of 1H and 13C NMR spectra for the synthesized compounds; Extended computational results, and total electronic energies, number of imaginary frequencies;  Cartesian coordinates of all structures.
PB  - American Chemical Society (ACS)
T2  - The Journal of Organic Chemistry
T1  - Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282
DO  - 10.1021/acs.joc.1c00282.s001
ER  - 

@misc{
author = "Nikolić, Andrea and Stanić, Jelena and Zlatar, Matija and Gruden, Maja and Anđelković, Boban D. and Selaković, Života and Ajdačić, Vladimir and Opsenica, Igor",
year = "2021",
abstract = "Copies of 1H and 13C NMR spectra for the synthesized compounds; Extended computational results, and total electronic energies, number of imaginary frequencies;  Cartesian coordinates of all structures.",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Organic Chemistry",
title = "Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282",
doi = "10.1021/acs.joc.1c00282.s001"
}

Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B. D., Selaković, Ž., Ajdačić, V.,& Opsenica, I.. (2021). Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282. in The Journal of Organic Chemistry
American Chemical Society (ACS)..
https://doi.org/10.1021/acs.joc.1c00282.s001

Nikolić A, Stanić J, Zlatar M, Gruden M, Anđelković BD, Selaković Ž, Ajdačić V, Opsenica I. Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282. in The Journal of Organic Chemistry. 2021;.
doi:10.1021/acs.joc.1c00282.s001 .

Nikolić, Andrea, Stanić, Jelena, Zlatar, Matija, Gruden, Maja, Anđelković, Boban D., Selaković, Života, Ajdačić, Vladimir, Opsenica, Igor, "Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282" in The Journal of Organic Chemistry (2021),
https://doi.org/10.1021/acs.joc.1c00282.s001 . .

TY  - JOUR
AU  - Nikolić, Andrea
AU  - Živković, Filip
AU  - Selaković, Života
AU  - Wipf, Peter
AU  - Opsenica, Igor
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4294
AB  - An efficient one-pot, two step method for fusing two biologically active motifs, CF3-substituted pyrazoles and isochromenes, was developed. Selective O-benzylation of CF3-substituted pyrazolones and subsequent Pd-catalyzed direct C–H arylation generate a fused tricycle. For the synthesized compounds through-space 13C–19F spin–spin coupling was revealed. In addition, the synthesis of three thioisochromene analogues, and one isocoumarin derivative, was accomplished.
PB  - Wiley
T2  - European Journal of Organic Chemistry
T1  - One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles
VL  - 2020
IS  - 34
SP  - 5616
EP  - 5619
DO  - 10.1002/ejoc.202000942
ER  - 

@article{
author = "Nikolić, Andrea and Živković, Filip and Selaković, Života and Wipf, Peter and Opsenica, Igor",
year = "2020",
abstract = "An efficient one-pot, two step method for fusing two biologically active motifs, CF3-substituted pyrazoles and isochromenes, was developed. Selective O-benzylation of CF3-substituted pyrazolones and subsequent Pd-catalyzed direct C–H arylation generate a fused tricycle. For the synthesized compounds through-space 13C–19F spin–spin coupling was revealed. In addition, the synthesis of three thioisochromene analogues, and one isocoumarin derivative, was accomplished.",
publisher = "Wiley",
journal = "European Journal of Organic Chemistry",
title = "One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles",
volume = "2020",
number = "34",
pages = "5616-5619",
doi = "10.1002/ejoc.202000942"
}

Nikolić, A., Živković, F., Selaković, Ž., Wipf, P.,& Opsenica, I.. (2020). One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles. in European Journal of Organic Chemistry
Wiley., 2020(34), 5616-5619.
https://doi.org/10.1002/ejoc.202000942

Nikolić A, Živković F, Selaković Ž, Wipf P, Opsenica I. One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles. in European Journal of Organic Chemistry. 2020;2020(34):5616-5619.
doi:10.1002/ejoc.202000942 .

Nikolić, Andrea, Živković, Filip, Selaković, Života, Wipf, Peter, Opsenica, Igor, "One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles" in European Journal of Organic Chemistry, 2020, no. 34 (2020):5616-5619,
https://doi.org/10.1002/ejoc.202000942 . .

TY  - JOUR
AU  - Nikolić, Andrea
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3787
PB  - Elsevier
T2  - Journal of Organometallic Chemistry
T1  - Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines
VL  - 880
SP  - 134
EP  - 142
DO  - 10.1016/j.jorganchem.2018.11.007
ER  - 

@article{
author = "Nikolić, Andrea and Ajdačić, Vladimir and Opsenica, Igor",
year = "2019",
publisher = "Elsevier",
journal = "Journal of Organometallic Chemistry",
title = "Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines",
volume = "880",
pages = "134-142",
doi = "10.1016/j.jorganchem.2018.11.007"
}

Nikolić, A., Ajdačić, V.,& Opsenica, I.. (2019). Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines. in Journal of Organometallic Chemistry
Elsevier., 880, 134-142.
https://doi.org/10.1016/j.jorganchem.2018.11.007

Nikolić A, Ajdačić V, Opsenica I. Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines. in Journal of Organometallic Chemistry. 2019;880:134-142.
doi:10.1016/j.jorganchem.2018.11.007 .

Nikolić, Andrea, Ajdačić, Vladimir, Opsenica, Igor, "Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines" in Journal of Organometallic Chemistry, 880 (2019):134-142,
https://doi.org/10.1016/j.jorganchem.2018.11.007 . .

TY  - DATA
AU  - Nikolić, Andrea
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3788
PB  - Elsevier
T2  - Journal of Organometallic Chemistry
T1  - Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007
DO  - 10.1016/j.jorganchem.2018.11.007
ER  - 

@misc{
author = "Nikolić, Andrea and Ajdačić, Vladimir and Opsenica, Igor",
year = "2019",
publisher = "Elsevier",
journal = "Journal of Organometallic Chemistry",
title = "Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007",
doi = "10.1016/j.jorganchem.2018.11.007"
}

Nikolić, A., Ajdačić, V.,& Opsenica, I.. (2019). Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007. in Journal of Organometallic Chemistry
Elsevier..
https://doi.org/10.1016/j.jorganchem.2018.11.007

Nikolić A, Ajdačić V, Opsenica I. Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007. in Journal of Organometallic Chemistry. 2019;.
doi:10.1016/j.jorganchem.2018.11.007 .

Nikolić, Andrea, Ajdačić, Vladimir, Opsenica, Igor, "Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007" in Journal of Organometallic Chemistry (2019),
https://doi.org/10.1016/j.jorganchem.2018.11.007 . .

TY  - DATA
AU  - Andrejević, Tina P.
AU  - Nikolić, Andrea
AU  - Glišić, Biljana Đ.
AU  - Wadepohl, Hubert
AU  - Vojnović, Sandra
AU  - Zlatović, Mario
AU  - Petković, Miloš
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
AU  - Đuran, Miloš I.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2992
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Supplementary data for the article: Andrejević, T. P.; Nikolić, A. M.; Glišić, B. Đ.; Wadepohl, H.; Vojnovic, S.; Zlatović, M.; Petković, M.; Nikodinovic-Runic, J.; Opsenica, I. M.; Djuran, M. I. Synthesis, Structural Characterization and Antimicrobial Activity of Silver(I) Complexes with 1-Benzyl-1H-Tetrazoles. Polyhedron 2018, 154, 325–333. https://doi.org/10.1016/j.poly.2018.08.001
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2992
ER  - 

@misc{
author = "Andrejević, Tina P. and Nikolić, Andrea and Glišić, Biljana Đ. and Wadepohl, Hubert and Vojnović, Sandra and Zlatović, Mario and Petković, Miloš and Nikodinović-Runić, Jasmina and Opsenica, Igor and Đuran, Miloš I.",
year = "2018",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Supplementary data for the article: Andrejević, T. P.; Nikolić, A. M.; Glišić, B. Đ.; Wadepohl, H.; Vojnovic, S.; Zlatović, M.; Petković, M.; Nikodinovic-Runic, J.; Opsenica, I. M.; Djuran, M. I. Synthesis, Structural Characterization and Antimicrobial Activity of Silver(I) Complexes with 1-Benzyl-1H-Tetrazoles. Polyhedron 2018, 154, 325–333. https://doi.org/10.1016/j.poly.2018.08.001",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2992"
}

Andrejević, T. P., Nikolić, A., Glišić, B. Đ., Wadepohl, H., Vojnović, S., Zlatović, M., Petković, M., Nikodinović-Runić, J., Opsenica, I.,& Đuran, M. I.. (2018). Supplementary data for the article: Andrejević, T. P.; Nikolić, A. M.; Glišić, B. Đ.; Wadepohl, H.; Vojnovic, S.; Zlatović, M.; Petković, M.; Nikodinovic-Runic, J.; Opsenica, I. M.; Djuran, M. I. Synthesis, Structural Characterization and Antimicrobial Activity of Silver(I) Complexes with 1-Benzyl-1H-Tetrazoles. Polyhedron 2018, 154, 325–333. https://doi.org/10.1016/j.poly.2018.08.001. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_2992

Andrejević TP, Nikolić A, Glišić BĐ, Wadepohl H, Vojnović S, Zlatović M, Petković M, Nikodinović-Runić J, Opsenica I, Đuran MI. Supplementary data for the article: Andrejević, T. P.; Nikolić, A. M.; Glišić, B. Đ.; Wadepohl, H.; Vojnovic, S.; Zlatović, M.; Petković, M.; Nikodinovic-Runic, J.; Opsenica, I. M.; Djuran, M. I. Synthesis, Structural Characterization and Antimicrobial Activity of Silver(I) Complexes with 1-Benzyl-1H-Tetrazoles. Polyhedron 2018, 154, 325–333. https://doi.org/10.1016/j.poly.2018.08.001. in Polyhedron. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_2992 .

Andrejević, Tina P., Nikolić, Andrea, Glišić, Biljana Đ., Wadepohl, Hubert, Vojnović, Sandra, Zlatović, Mario, Petković, Miloš, Nikodinović-Runić, Jasmina, Opsenica, Igor, Đuran, Miloš I., "Supplementary data for the article: Andrejević, T. P.; Nikolić, A. M.; Glišić, B. Đ.; Wadepohl, H.; Vojnovic, S.; Zlatović, M.; Petković, M.; Nikodinovic-Runic, J.; Opsenica, I. M.; Djuran, M. I. Synthesis, Structural Characterization and Antimicrobial Activity of Silver(I) Complexes with 1-Benzyl-1H-Tetrazoles. Polyhedron 2018, 154, 325–333. https://doi.org/10.1016/j.poly.2018.08.001" in Polyhedron (2018),
https://hdl.handle.net/21.15107/rcub_cherry_2992 .

TY  - DATA
AU  - Ajdačić, Vladimir
AU  - Nikolić, Andrea
AU  - Simić, Stefan
AU  - Manojlović, Dragan D.
AU  - Stojanović, Zoran
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2995
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synthesis, Stuttgart
T1  - Supplementary data for the article:
Ajdačić, V.; Nikolić, A.; Simić, S.; Manojlović, D.; Stojanović, Z.; Nikodinovic-Runic, J.; Opsenica, I. M. Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst. Synthesis (Germany) 2018, 50 (1), 119–126. https://doi.org/10.1055/s-0036-1590892
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2995
ER  - 

@misc{
author = "Ajdačić, Vladimir and Nikolić, Andrea and Simić, Stefan and Manojlović, Dragan D. and Stojanović, Zoran and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2018",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis, Stuttgart",
title = "Supplementary data for the article:
Ajdačić, V.; Nikolić, A.; Simić, S.; Manojlović, D.; Stojanović, Z.; Nikodinovic-Runic, J.; Opsenica, I. M. Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst. Synthesis (Germany) 2018, 50 (1), 119–126. https://doi.org/10.1055/s-0036-1590892",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2995"
}

Ajdačić, V., Nikolić, A., Simić, S., Manojlović, D. D., Stojanović, Z., Nikodinović-Runić, J.,& Opsenica, I.. (2018). Supplementary data for the article:
Ajdačić, V.; Nikolić, A.; Simić, S.; Manojlović, D.; Stojanović, Z.; Nikodinovic-Runic, J.; Opsenica, I. M. Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst. Synthesis (Germany) 2018, 50 (1), 119–126. https://doi.org/10.1055/s-0036-1590892. in Synthesis, Stuttgart
Georg Thieme Verlag Kg, Stuttgart..
https://hdl.handle.net/21.15107/rcub_cherry_2995

Ajdačić V, Nikolić A, Simić S, Manojlović DD, Stojanović Z, Nikodinović-Runić J, Opsenica I. Supplementary data for the article:
Ajdačić, V.; Nikolić, A.; Simić, S.; Manojlović, D.; Stojanović, Z.; Nikodinovic-Runic, J.; Opsenica, I. M. Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst. Synthesis (Germany) 2018, 50 (1), 119–126. https://doi.org/10.1055/s-0036-1590892. in Synthesis, Stuttgart. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_2995 .

Ajdačić, Vladimir, Nikolić, Andrea, Simić, Stefan, Manojlović, Dragan D., Stojanović, Zoran, Nikodinović-Runić, Jasmina, Opsenica, Igor, "Supplementary data for the article:
Ajdačić, V.; Nikolić, A.; Simić, S.; Manojlović, D.; Stojanović, Z.; Nikodinovic-Runic, J.; Opsenica, I. M. Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst. Synthesis (Germany) 2018, 50 (1), 119–126. https://doi.org/10.1055/s-0036-1590892" in Synthesis, Stuttgart (2018),
https://hdl.handle.net/21.15107/rcub_cherry_2995 .

TY  - JOUR
AU  - Andrejević, Tina P.
AU  - Nikolić, Andrea
AU  - Glišić, Biljana Đ.
AU  - Wadepohl, Hubert
AU  - Vojnović, Sandra
AU  - Zlatović, Mario
AU  - Petković, Miloš
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
AU  - Đuran, Miloš I.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2228
AB  - Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M). (C) 2018 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles
VL  - 154
SP  - 325
EP  - 333
DO  - 10.1016/j.poly.2018.08.001
ER  - 

@article{
author = "Andrejević, Tina P. and Nikolić, Andrea and Glišić, Biljana Đ. and Wadepohl, Hubert and Vojnović, Sandra and Zlatović, Mario and Petković, Miloš and Nikodinović-Runić, Jasmina and Opsenica, Igor and Đuran, Miloš I.",
year = "2018",
abstract = "Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M). (C) 2018 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles",
volume = "154",
pages = "325-333",
doi = "10.1016/j.poly.2018.08.001"
}

Andrejević, T. P., Nikolić, A., Glišić, B. Đ., Wadepohl, H., Vojnović, S., Zlatović, M., Petković, M., Nikodinović-Runić, J., Opsenica, I.,& Đuran, M. I.. (2018). Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 154, 325-333.
https://doi.org/10.1016/j.poly.2018.08.001

Andrejević TP, Nikolić A, Glišić BĐ, Wadepohl H, Vojnović S, Zlatović M, Petković M, Nikodinović-Runić J, Opsenica I, Đuran MI. Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles. in Polyhedron. 2018;154:325-333.
doi:10.1016/j.poly.2018.08.001 .

Andrejević, Tina P., Nikolić, Andrea, Glišić, Biljana Đ., Wadepohl, Hubert, Vojnović, Sandra, Zlatović, Mario, Petković, Miloš, Nikodinović-Runić, Jasmina, Opsenica, Igor, Đuran, Miloš I., "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles" in Polyhedron, 154 (2018):325-333,
https://doi.org/10.1016/j.poly.2018.08.001 . .

TY  - JOUR
AU  - Andrejević, Tina P.
AU  - Nikolić, Andrea
AU  - Glišić, Biljana Đ.
AU  - Wadepohl, Hubert
AU  - Vojnović, Sandra
AU  - Zlatović, Mario
AU  - Petković, Miloš
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
AU  - Đuran, Miloš I.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2991
AB  - Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M). (C) 2018 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles
VL  - 154
SP  - 325
EP  - 333
DO  - 10.1016/j.poly.2018.08.001
ER  - 

@article{
author = "Andrejević, Tina P. and Nikolić, Andrea and Glišić, Biljana Đ. and Wadepohl, Hubert and Vojnović, Sandra and Zlatović, Mario and Petković, Miloš and Nikodinović-Runić, Jasmina and Opsenica, Igor and Đuran, Miloš I.",
year = "2018",
abstract = "Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M). (C) 2018 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles",
volume = "154",
pages = "325-333",
doi = "10.1016/j.poly.2018.08.001"
}

Andrejević, T. P., Nikolić, A., Glišić, B. Đ., Wadepohl, H., Vojnović, S., Zlatović, M., Petković, M., Nikodinović-Runić, J., Opsenica, I.,& Đuran, M. I.. (2018). Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles. in Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 154, 325-333.
https://doi.org/10.1016/j.poly.2018.08.001

Andrejević TP, Nikolić A, Glišić BĐ, Wadepohl H, Vojnović S, Zlatović M, Petković M, Nikodinović-Runić J, Opsenica I, Đuran MI. Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles. in Polyhedron. 2018;154:325-333.
doi:10.1016/j.poly.2018.08.001 .

Andrejević, Tina P., Nikolić, Andrea, Glišić, Biljana Đ., Wadepohl, Hubert, Vojnović, Sandra, Zlatović, Mario, Petković, Miloš, Nikodinović-Runić, Jasmina, Opsenica, Igor, Đuran, Miloš I., "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles" in Polyhedron, 154 (2018):325-333,
https://doi.org/10.1016/j.poly.2018.08.001 . .

TY  - JOUR
AU  - Ajdačić, Vladimir
AU  - Nikolić, Andrea
AU  - Kerner, Michael
AU  - Wipf, Peter
AU  - Opsenica, Igor
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2192
AB  - An improved method for the decarbonylation of aliphatic aldehydes by using a commercially available Pd/C catalyst is described. The reaction conditions are suitable for linear, cyclic, or sterically demanding substrates, as they afford the corresponding alkanes in yields of up to 99%. In addition, this Pd/C-catalyzed method exhibits good functional-group tolerance. A comparison of previously reported methods with the present one showed that the reaction conditions play a crucial role in the outcome of the reaction. The method can also be applied in a two-step reaction sequence for the synthesis of industrially important compounds.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes
VL  - 29
IS  - 13
SP  - 1781
EP  - 1785
DO  - 10.1055/s-0037-1610433
ER  - 

@article{
author = "Ajdačić, Vladimir and Nikolić, Andrea and Kerner, Michael and Wipf, Peter and Opsenica, Igor",
year = "2018",
abstract = "An improved method for the decarbonylation of aliphatic aldehydes by using a commercially available Pd/C catalyst is described. The reaction conditions are suitable for linear, cyclic, or sterically demanding substrates, as they afford the corresponding alkanes in yields of up to 99%. In addition, this Pd/C-catalyzed method exhibits good functional-group tolerance. A comparison of previously reported methods with the present one showed that the reaction conditions play a crucial role in the outcome of the reaction. The method can also be applied in a two-step reaction sequence for the synthesis of industrially important compounds.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes",
volume = "29",
number = "13",
pages = "1781-1785",
doi = "10.1055/s-0037-1610433"
}

Ajdačić, V., Nikolić, A., Kerner, M., Wipf, P.,& Opsenica, I.. (2018). Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. in Synlett
Georg Thieme Verlag Kg, Stuttgart., 29(13), 1781-1785.
https://doi.org/10.1055/s-0037-1610433

Ajdačić V, Nikolić A, Kerner M, Wipf P, Opsenica I. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. in Synlett. 2018;29(13):1781-1785.
doi:10.1055/s-0037-1610433 .

Ajdačić, Vladimir, Nikolić, Andrea, Kerner, Michael, Wipf, Peter, Opsenica, Igor, "Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes" in Synlett, 29, no. 13 (2018):1781-1785,
https://doi.org/10.1055/s-0037-1610433 . .

TY  - JOUR
AU  - Ajdačić, Vladimir
AU  - Nikolić, Andrea
AU  - Simić, Stefan
AU  - Manojlović, Dragan D.
AU  - Stojanović, Zoran
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2569
AB  - A facile decarbonylation reaction of a variety of aromatic and heteroaromatic aldehydes using maghemite-supported palladium catalyst has been developed. The magnetic properties of catalyst facilitated an easy and efficient recovery of the catalyst from the reaction mixture using an external magnet. It was found that the catalyst could be reused up to four consecutive catalytic runs without a significant change in activity. In addition, the catalyst was also very effective in the dehalogenation of aryl halides. This is the first report on efficient utilization of directly immobilized Pd on maghemite in decarbonylation and dehalogenation reactions.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synthesis, Stuttgart
T1  - Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst
VL  - 50
IS  - 1
SP  - 119
EP  - 126
DO  - 10.1055/s-0036-1590892
ER  - 

@article{
author = "Ajdačić, Vladimir and Nikolić, Andrea and Simić, Stefan and Manojlović, Dragan D. and Stojanović, Zoran and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2018",
abstract = "A facile decarbonylation reaction of a variety of aromatic and heteroaromatic aldehydes using maghemite-supported palladium catalyst has been developed. The magnetic properties of catalyst facilitated an easy and efficient recovery of the catalyst from the reaction mixture using an external magnet. It was found that the catalyst could be reused up to four consecutive catalytic runs without a significant change in activity. In addition, the catalyst was also very effective in the dehalogenation of aryl halides. This is the first report on efficient utilization of directly immobilized Pd on maghemite in decarbonylation and dehalogenation reactions.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis, Stuttgart",
title = "Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst",
volume = "50",
number = "1",
pages = "119-126",
doi = "10.1055/s-0036-1590892"
}

Ajdačić, V., Nikolić, A., Simić, S., Manojlović, D. D., Stojanović, Z., Nikodinović-Runić, J.,& Opsenica, I.. (2018). Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst. in Synthesis, Stuttgart
Georg Thieme Verlag Kg, Stuttgart., 50(1), 119-126.
https://doi.org/10.1055/s-0036-1590892

Ajdačić V, Nikolić A, Simić S, Manojlović DD, Stojanović Z, Nikodinović-Runić J, Opsenica I. Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst. in Synthesis, Stuttgart. 2018;50(1):119-126.
doi:10.1055/s-0036-1590892 .

Ajdačić, Vladimir, Nikolić, Andrea, Simić, Stefan, Manojlović, Dragan D., Stojanović, Zoran, Nikodinović-Runić, Jasmina, Opsenica, Igor, "Decarbonylation of Aromatic Aldehydes and Dehalogenation of Aryl Halides Using Maghemite-Supported Palladium Catalyst" in Synthesis, Stuttgart, 50, no. 1 (2018):119-126,
https://doi.org/10.1055/s-0036-1590892 . .

TY  - DATA
AU  - Ajdačić, Vladimir
AU  - Nikolić, Andrea
AU  - Kerner, Michael
AU  - Wipf, Peter
AU  - Opsenica, Igor
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3252
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3252
ER  - 

@misc{
author = "Ajdačić, Vladimir and Nikolić, Andrea and Kerner, Michael and Wipf, Peter and Opsenica, Igor",
year = "2018",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3252"
}

Ajdačić, V., Nikolić, A., Kerner, M., Wipf, P.,& Opsenica, I.. (2018). Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433. in Synlett
Georg Thieme Verlag Kg, Stuttgart..
https://hdl.handle.net/21.15107/rcub_cherry_3252

Ajdačić V, Nikolić A, Kerner M, Wipf P, Opsenica I. Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433. in Synlett. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3252 .

Ajdačić, Vladimir, Nikolić, Andrea, Kerner, Michael, Wipf, Peter, Opsenica, Igor, "Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433" in Synlett (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3252 .