Vougioukalakis, Georgios C.

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e8407a1b-bec5-45a0-92d8-8d0794e9c6b3
  • Vougioukalakis, Georgios C. (4)
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Correlating Structure and KA2 Catalytic Activity of ZnII Hydrazone Complexes

Adejumo, Temiloluwa T.; Danopoulou, Marianna; Zorba, Leandros P.; Pevec, Andrej; Zlatar, Matija; Radanović, Dušanka D.; Savić, Milica; Gruden, Maja; Anđelković, Katarina K.; Turel, Iztok; Čobeljić, Božidar; Vougioukalakis, Georgios C.

(Wiley, 2023)

TY  - JOUR
AU  - Adejumo, Temiloluwa T.
AU  - Danopoulou, Marianna
AU  - Zorba, Leandros P.
AU  - Pevec, Andrej
AU  - Zlatar, Matija
AU  - Radanović, Dušanka D.
AU  - Savić, Milica
AU  - Gruden, Maja
AU  - Anđelković, Katarina K.
AU  - Turel, Iztok
AU  - Čobeljić, Božidar
AU  - Vougioukalakis, Georgios C.
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6366
AB  - Two new Zn(II) complexes bearing tridentate hydrazone-based ligands with NNO or NNS donor atoms were synthesised and characterised by elemental analysis, infrared (IR) and nuclear magnetic resonance (NMR) spectroscopies, and single crystal X-ray diffraction methods. These complexes, together with four previously synthesised analogues, having hydrazone ligands with a NNO donor set of atoms, were successfully employed as catalysts in the ketone-amine-alkyne (KA2) coupling reaction, furnishing tetrasubstituted propargylamines, compounds with unique applications in organic chemistry. DFT calculations at the CAM-B3LYP/TZP level of theory were performed to elucidate the electronic structure of the investigated Zn(II) complexes, excellently correlating the structure of the complexes to their catalytic reactivity.
PB  - Wiley
T2  - European Journal of Inorganic Chemistry
T1  - Correlating Structure and KA2 Catalytic Activity of ZnII Hydrazone Complexes
VL  - 26
IS  - 33
SP  - e202300193
DO  - 10.1002/ejic.202300193
ER  - 
@article{
author = "Adejumo, Temiloluwa T. and Danopoulou, Marianna and Zorba, Leandros P. and Pevec, Andrej and Zlatar, Matija and Radanović, Dušanka D. and Savić, Milica and Gruden, Maja and Anđelković, Katarina K. and Turel, Iztok and Čobeljić, Božidar and Vougioukalakis, Georgios C.",
year = "2023",
abstract = "Two new Zn(II) complexes bearing tridentate hydrazone-based ligands with NNO or NNS donor atoms were synthesised and characterised by elemental analysis, infrared (IR) and nuclear magnetic resonance (NMR) spectroscopies, and single crystal X-ray diffraction methods. These complexes, together with four previously synthesised analogues, having hydrazone ligands with a NNO donor set of atoms, were successfully employed as catalysts in the ketone-amine-alkyne (KA2) coupling reaction, furnishing tetrasubstituted propargylamines, compounds with unique applications in organic chemistry. DFT calculations at the CAM-B3LYP/TZP level of theory were performed to elucidate the electronic structure of the investigated Zn(II) complexes, excellently correlating the structure of the complexes to their catalytic reactivity.",
publisher = "Wiley",
journal = "European Journal of Inorganic Chemistry",
title = "Correlating Structure and KA2 Catalytic Activity of ZnII Hydrazone Complexes",
volume = "26",
number = "33",
pages = "e202300193",
doi = "10.1002/ejic.202300193"
}
Adejumo, T. T., Danopoulou, M., Zorba, L. P., Pevec, A., Zlatar, M., Radanović, D. D., Savić, M., Gruden, M., Anđelković, K. K., Turel, I., Čobeljić, B.,& Vougioukalakis, G. C.. (2023). Correlating Structure and KA2 Catalytic Activity of ZnII Hydrazone Complexes. in European Journal of Inorganic Chemistry
Wiley., 26(33), e202300193.
https://doi.org/10.1002/ejic.202300193
Adejumo TT, Danopoulou M, Zorba LP, Pevec A, Zlatar M, Radanović DD, Savić M, Gruden M, Anđelković KK, Turel I, Čobeljić B, Vougioukalakis GC. Correlating Structure and KA2 Catalytic Activity of ZnII Hydrazone Complexes. in European Journal of Inorganic Chemistry. 2023;26(33):e202300193.
doi:10.1002/ejic.202300193 .
Adejumo, Temiloluwa T., Danopoulou, Marianna, Zorba, Leandros P., Pevec, Andrej, Zlatar, Matija, Radanović, Dušanka D., Savić, Milica, Gruden, Maja, Anđelković, Katarina K., Turel, Iztok, Čobeljić, Božidar, Vougioukalakis, Georgios C., "Correlating Structure and KA2 Catalytic Activity of ZnII Hydrazone Complexes" in European Journal of Inorganic Chemistry, 26, no. 33 (2023):e202300193,
https://doi.org/10.1002/ejic.202300193 . .
3
1
1

Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001

Milenković, Milica R.; Papastavrou, Agyro T.; Radanović, Dušanka D.; Pevec, Andrej; Jagličić, Zvonko; Zlatar, Matija; Gruden-Pavlović, Maja; Vougioukalakis, Georgios C.; Turel, Iztok; Anđelković, Katarina K.; Čobeljić, Božidar

(Elsevier, 2019)

TY  - DATA
AU  - Milenković, Milica R.
AU  - Papastavrou, Agyro T.
AU  - Radanović, Dušanka D.
AU  - Pevec, Andrej
AU  - Jagličić, Zvonko
AU  - Zlatar, Matija
AU  - Gruden-Pavlović, Maja
AU  - Vougioukalakis, Georgios C.
AU  - Turel, Iztok
AU  - Anđelković, Katarina K.
AU  - Čobeljić, Božidar
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3006
PB  - Elsevier
T2  - Polyhedron
T1  - Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3006
ER  - 
@misc{
author = "Milenković, Milica R. and Papastavrou, Agyro T. and Radanović, Dušanka D. and Pevec, Andrej and Jagličić, Zvonko and Zlatar, Matija and Gruden-Pavlović, Maja and Vougioukalakis, Georgios C. and Turel, Iztok and Anđelković, Katarina K. and Čobeljić, Božidar",
year = "2019",
publisher = "Elsevier",
journal = "Polyhedron",
title = "Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3006"
}
Milenković, M. R., Papastavrou, A. T., Radanović, D. D., Pevec, A., Jagličić, Z., Zlatar, M., Gruden-Pavlović, M., Vougioukalakis, G. C., Turel, I., Anđelković, K. K.,& Čobeljić, B.. (2019). Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001. in Polyhedron
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_3006
Milenković MR, Papastavrou AT, Radanović DD, Pevec A, Jagličić Z, Zlatar M, Gruden-Pavlović M, Vougioukalakis GC, Turel I, Anđelković KK, Čobeljić B. Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001. in Polyhedron. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_3006 .
Milenković, Milica R., Papastavrou, Agyro T., Radanović, Dušanka D., Pevec, Andrej, Jagličić, Zvonko, Zlatar, Matija, Gruden-Pavlović, Maja, Vougioukalakis, Georgios C., Turel, Iztok, Anđelković, Katarina K., Čobeljić, Božidar, "Supplementary data for article: Milenković, M. R.; Papastavrou, A. T.; Radanović, D. D.; Pevec, A.; Jagličić, Z.; Zlatar, M.; Gruden, M.; Vougioukalakis, G. C.; Turel, I.; Anđelković, K. K.; et al. Highly-Efficient N-Arylation of Imidazole Catalyzed by Cu(II) Complexes with Quaternary Ammonium-Functionalized 2-Acetylpyridine Acylhydrazone. Polyhedron 2019, 165, 22–30. https://doi.org/10.1016/j.poly.2019.03.001" in Polyhedron (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3006 .

Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone

Milenković, Milica R.; Papastavrou, Agyro T.; Radanović, Dušanka D.; Pevec, Andrej; Jagličić, Zvonko; Zlatar, Matija; Gruden-Pavlović, Maja; Vougioukalakis, Georgios C.; Turel, Iztok; Anđelković, Katarina K.; Čobeljić, Božidar

(Elsevier, 2019)

TY  - JOUR
AU  - Milenković, Milica R.
AU  - Papastavrou, Agyro T.
AU  - Radanović, Dušanka D.
AU  - Pevec, Andrej
AU  - Jagličić, Zvonko
AU  - Zlatar, Matija
AU  - Gruden-Pavlović, Maja
AU  - Vougioukalakis, Georgios C.
AU  - Turel, Iztok
AU  - Anđelković, Katarina K.
AU  - Čobeljić, Božidar
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2865
AB  - The reaction of (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium-chloride (HLCl) with copper(II) perchlorate led to mononuclear [CuLCl]ClO 4 complex (1). The same reaction with excess of sodium azide gives dinuclear azido double end-on bridged Cu(II) complex [Cu 2 L 2 (μ- 1,1 -N 3 ) 2 ](ClO 4 ) 2 (2). In both complexes hydrazone ligand is NNO coordinated in monodeprotonated formally neutral zwitter-ionic form. Complexes were characterized by elemental analysis, IR spectroscopy and single-crystal X-ray crystallography. Variable‐temperature magnetic susceptibility measurements for dinuclear Cu(II) complex showed intra-dimer ferromagnetic coupling between Cu(II) ions (J = 7.4 cm −1 ). DFT-BS calculations provided explanation for magnetic properties of dinuclear Cu(II) complex. Both complexes were shown to highly efficiently catalyze the N-arylation of imidazole and benzimidazole with electron-poor or electron-rich aryl iodides, under user-friendly and sustainable conditions.
PB  - Elsevier
T2  - Polyhedron
T1  - Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone
VL  - 165
SP  - 22
EP  - 30
DO  - 10.1016/j.poly.2019.03.001
ER  - 
@article{
author = "Milenković, Milica R. and Papastavrou, Agyro T. and Radanović, Dušanka D. and Pevec, Andrej and Jagličić, Zvonko and Zlatar, Matija and Gruden-Pavlović, Maja and Vougioukalakis, Georgios C. and Turel, Iztok and Anđelković, Katarina K. and Čobeljić, Božidar",
year = "2019",
abstract = "The reaction of (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium-chloride (HLCl) with copper(II) perchlorate led to mononuclear [CuLCl]ClO 4 complex (1). The same reaction with excess of sodium azide gives dinuclear azido double end-on bridged Cu(II) complex [Cu 2 L 2 (μ- 1,1 -N 3 ) 2 ](ClO 4 ) 2 (2). In both complexes hydrazone ligand is NNO coordinated in monodeprotonated formally neutral zwitter-ionic form. Complexes were characterized by elemental analysis, IR spectroscopy and single-crystal X-ray crystallography. Variable‐temperature magnetic susceptibility measurements for dinuclear Cu(II) complex showed intra-dimer ferromagnetic coupling between Cu(II) ions (J = 7.4 cm −1 ). DFT-BS calculations provided explanation for magnetic properties of dinuclear Cu(II) complex. Both complexes were shown to highly efficiently catalyze the N-arylation of imidazole and benzimidazole with electron-poor or electron-rich aryl iodides, under user-friendly and sustainable conditions.",
publisher = "Elsevier",
journal = "Polyhedron",
title = "Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone",
volume = "165",
pages = "22-30",
doi = "10.1016/j.poly.2019.03.001"
}
Milenković, M. R., Papastavrou, A. T., Radanović, D. D., Pevec, A., Jagličić, Z., Zlatar, M., Gruden-Pavlović, M., Vougioukalakis, G. C., Turel, I., Anđelković, K. K.,& Čobeljić, B.. (2019). Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone. in Polyhedron
Elsevier., 165, 22-30.
https://doi.org/10.1016/j.poly.2019.03.001
Milenković MR, Papastavrou AT, Radanović DD, Pevec A, Jagličić Z, Zlatar M, Gruden-Pavlović M, Vougioukalakis GC, Turel I, Anđelković KK, Čobeljić B. Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone. in Polyhedron. 2019;165:22-30.
doi:10.1016/j.poly.2019.03.001 .
Milenković, Milica R., Papastavrou, Agyro T., Radanović, Dušanka D., Pevec, Andrej, Jagličić, Zvonko, Zlatar, Matija, Gruden-Pavlović, Maja, Vougioukalakis, Georgios C., Turel, Iztok, Anđelković, Katarina K., Čobeljić, Božidar, "Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone" in Polyhedron, 165 (2019):22-30,
https://doi.org/10.1016/j.poly.2019.03.001 . .
1
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15

Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone

Milenković, Milica R.; Papastavrou, Agyro T.; Radanović, Dušanka D.; Pevec, Andrej; Jagličić, Zvonko; Zlatar, Matija; Gruden-Pavlović, Maja; Vougioukalakis, Georgios C.; Turel, Iztok; Anđelković, Katarina K.; Čobeljić, Božidar

(Elsevier, 2019)

TY  - JOUR
AU  - Milenković, Milica R.
AU  - Papastavrou, Agyro T.
AU  - Radanović, Dušanka D.
AU  - Pevec, Andrej
AU  - Jagličić, Zvonko
AU  - Zlatar, Matija
AU  - Gruden-Pavlović, Maja
AU  - Vougioukalakis, Georgios C.
AU  - Turel, Iztok
AU  - Anđelković, Katarina K.
AU  - Čobeljić, Božidar
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2858
AB  - The reaction of (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium-chloride (HLCl) with copper(II) perchlorate led to mononuclear [CuLCl]ClO 4 complex (1). The same reaction with excess of sodium azide gives dinuclear azido double end-on bridged Cu(II) complex [Cu 2 L 2 (μ- 1,1 -N 3 ) 2 ](ClO 4 ) 2 (2). In both complexes hydrazone ligand is NNO coordinated in monodeprotonated formally neutral zwitter-ionic form. Complexes were characterized by elemental analysis, IR spectroscopy and single-crystal X-ray crystallography. Variable‐temperature magnetic susceptibility measurements for dinuclear Cu(II) complex showed intra-dimer ferromagnetic coupling between Cu(II) ions (J = 7.4 cm −1 ). DFT-BS calculations provided explanation for magnetic properties of dinuclear Cu(II) complex. Both complexes were shown to highly efficiently catalyze the N-arylation of imidazole and benzimidazole with electron-poor or electron-rich aryl iodides, under user-friendly and sustainable conditions.
PB  - Elsevier
T2  - Polyhedron
T1  - Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone
VL  - 165
SP  - 22
EP  - 30
DO  - 10.1016/j.poly.2019.03.001
ER  - 
@article{
author = "Milenković, Milica R. and Papastavrou, Agyro T. and Radanović, Dušanka D. and Pevec, Andrej and Jagličić, Zvonko and Zlatar, Matija and Gruden-Pavlović, Maja and Vougioukalakis, Georgios C. and Turel, Iztok and Anđelković, Katarina K. and Čobeljić, Božidar",
year = "2019",
abstract = "The reaction of (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium-chloride (HLCl) with copper(II) perchlorate led to mononuclear [CuLCl]ClO 4 complex (1). The same reaction with excess of sodium azide gives dinuclear azido double end-on bridged Cu(II) complex [Cu 2 L 2 (μ- 1,1 -N 3 ) 2 ](ClO 4 ) 2 (2). In both complexes hydrazone ligand is NNO coordinated in monodeprotonated formally neutral zwitter-ionic form. Complexes were characterized by elemental analysis, IR spectroscopy and single-crystal X-ray crystallography. Variable‐temperature magnetic susceptibility measurements for dinuclear Cu(II) complex showed intra-dimer ferromagnetic coupling between Cu(II) ions (J = 7.4 cm −1 ). DFT-BS calculations provided explanation for magnetic properties of dinuclear Cu(II) complex. Both complexes were shown to highly efficiently catalyze the N-arylation of imidazole and benzimidazole with electron-poor or electron-rich aryl iodides, under user-friendly and sustainable conditions.",
publisher = "Elsevier",
journal = "Polyhedron",
title = "Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone",
volume = "165",
pages = "22-30",
doi = "10.1016/j.poly.2019.03.001"
}
Milenković, M. R., Papastavrou, A. T., Radanović, D. D., Pevec, A., Jagličić, Z., Zlatar, M., Gruden-Pavlović, M., Vougioukalakis, G. C., Turel, I., Anđelković, K. K.,& Čobeljić, B.. (2019). Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone. in Polyhedron
Elsevier., 165, 22-30.
https://doi.org/10.1016/j.poly.2019.03.001
Milenković MR, Papastavrou AT, Radanović DD, Pevec A, Jagličić Z, Zlatar M, Gruden-Pavlović M, Vougioukalakis GC, Turel I, Anđelković KK, Čobeljić B. Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone. in Polyhedron. 2019;165:22-30.
doi:10.1016/j.poly.2019.03.001 .
Milenković, Milica R., Papastavrou, Agyro T., Radanović, Dušanka D., Pevec, Andrej, Jagličić, Zvonko, Zlatar, Matija, Gruden-Pavlović, Maja, Vougioukalakis, Georgios C., Turel, Iztok, Anđelković, Katarina K., Čobeljić, Božidar, "Highly-efficient N-arylation of imidazole catalyzed by Cu(II) complexes with quaternary ammonium-functionalized 2-acetylpyridine acylhydrazone" in Polyhedron, 165 (2019):22-30,
https://doi.org/10.1016/j.poly.2019.03.001 . .
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