Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex
Autori
Nikolić, StefanĆirić, Ivanka
Roller, Alexander
Lukeš, Vladimir
Arion, Vladimir B.
Grgurić-Šipka, Sanja
Članak u časopisu (Recenzirana verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the u...sual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.
Izvor:
New Journal of Chemistry, 2017, 41, 14, 6857-6865Izdavač:
- Royal Soc Chemistry, Cambridge
Finansiranje / projekti:
- Racionalni dizajn i sinteza biološki aktivnih i koordinacionih jedinjenja i funkcionalnih materijala, relevantnih u (bio)nanotehnologiji (RS-MESTD-Basic Research (BR or ON)-172035)
- Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research (EU-FP7-256716)
- Austrian-Serbian mobility grant New potential anticancer drugs based on organoruthenium compounds with organic co-ligands [451-03-01039/2015-09/03, SRB-08/2016-2017]
Napomena:
- This is the peer-reviewed version of the following article: Nikolić, S.; Ćirić, I.; Roller, A.; Lukeš, V.; Arion, V. B.; Grgurić-Šipka, S. Conversion of Hydrazides into: N, N ′-Diacylhydrazines in the Presence of a Ruthenium(II)-Arene Complex. New Journal of Chemistry 2017, 41 (14), 6857–6865. https://doi.org/10.1039/c7nj00965h
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3125
DOI: 10.1039/c7nj00965h
ISSN: 1144-0546
WoS: 000405276100093
Scopus: 2-s2.0-85023167150
Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Nikolić, Stefan AU - Ćirić, Ivanka AU - Roller, Alexander AU - Lukeš, Vladimir AU - Arion, Vladimir B. AU - Grgurić-Šipka, Sanja PY - 2017 UR - https://cherry.chem.bg.ac.rs/handle/123456789/3124 AB - Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed. PB - Royal Soc Chemistry, Cambridge T2 - New Journal of Chemistry T1 - Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex VL - 41 IS - 14 SP - 6857 EP - 6865 DO - 10.1039/c7nj00965h ER -
@article{ author = "Nikolić, Stefan and Ćirić, Ivanka and Roller, Alexander and Lukeš, Vladimir and Arion, Vladimir B. and Grgurić-Šipka, Sanja", year = "2017", abstract = "Mono and dinuclear p-cymene-ruthenium(II) complexes [RuCl(L-1)(eta(6)-p-cymene)]Cl, where L-1 is propionic acid hydrazide (1) and [Ru2Cl2(L-2)(eta(6)-p-cymene)2], where H2L2 is N-1,N-2-dipropionylhydrazine (2), were prepared by a reaction of [RuCl2(eta(6)-p-cymene)](2) with the corresponding ligand precursor. Upon the reaction of [RuCl2(eta(6)-p-cymene)](2) with butyric acid hydrazide and pentanoic acid hydrazide in a 1:1 molar ratio in situ formation of tetradentate bridging ligands, N-1,N-2-dibutanoylhydrazine and N1,N2-dipentanoylhydrazine, respectively, occurred and the dinuclear complexes [Ru2Cl2(L-3)(eta(6)-p-cymene)2] (3) and [Ru2Cl2(L-4)(eta(6)-p-cymene)(2)] (4) were isolated. The compounds were characterised by elemental analysis, ESI-mass spectrometry, IR and 1D and 2D NMR spectroscopies. The structures of all complexes were established using single crystal X-ray crystallography. According to these data in both the mono- and dinuclear complexes the ruthenium atoms adopt the usual three-leg piano-stool geometry which is common for this type of complexes. Combining DFT calculations with the characterisation of the final products using X-ray diffraction, a possible reaction mechanism was discussed.", publisher = "Royal Soc Chemistry, Cambridge", journal = "New Journal of Chemistry", title = "Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex", volume = "41", number = "14", pages = "6857-6865", doi = "10.1039/c7nj00965h" }
Nikolić, S., Ćirić, I., Roller, A., Lukeš, V., Arion, V. B.,& Grgurić-Šipka, S.. (2017). Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry Royal Soc Chemistry, Cambridge., 41(14), 6857-6865. https://doi.org/10.1039/c7nj00965h
Nikolić S, Ćirić I, Roller A, Lukeš V, Arion VB, Grgurić-Šipka S. Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex. in New Journal of Chemistry. 2017;41(14):6857-6865. doi:10.1039/c7nj00965h .
Nikolić, Stefan, Ćirić, Ivanka, Roller, Alexander, Lukeš, Vladimir, Arion, Vladimir B., Grgurić-Šipka, Sanja, "Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex" in New Journal of Chemistry, 41, no. 14 (2017):6857-6865, https://doi.org/10.1039/c7nj00965h . .