Conversion of hydrazides into: N, N ′-diacylhydrazines in the presence of a ruthenium(II)-arene complex
Arion, Vladimir B.
Article (Accepted Version)
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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.
Source:New Journal of Chemistry, 2017, 41, 14, 6857-6865
- Royal Soc Chemistry, Cambridge
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-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-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]
- 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