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New insight into the role of a base in the mechanism of imine transfer hydrogenation on a Ru(II) half-sandwich complex
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SYSNO ASEP 0425771 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title New insight into the role of a base in the mechanism of imine transfer hydrogenation on a Ru(II) half-sandwich complex Author(s) Kuzma, Marek (MBU-M) ORCID, RID
Václavík, J. (CZ)
Novák, Petr (MBU-M) RID, ORCID
Přech, J. (CZ)
Januščák, J. (CZ)
Červený, J. (CZ)
Pecháček, J. (CZ)
Šot, P. (CZ)
Vilhanová, B. (CZ)
Matoušek, V. (CZ)
Goncharova, I. (CZ)
Urbanová, M. (CZ)
Kačer, P. (CZ)Source Title Dalton Transactions. - : Royal Society of Chemistry - ISSN 1477-9226
Roč. 42, č. 14 (2013), s. 5174-5182Number of pages 9 s. Language eng - English Country GB - United Kingdom Keywords LIGAND BIFUNCTIONAL CATALYSIS ; RUTHENIUM HYDRIDE COMPLEXES ; ASYMMETRIC TRANSFER HYDROGENATION Subject RIV CA - Inorganic Chemistry R&D Projects GA104/09/1497 GA ČR - Czech Science Foundation (CSF) GAP106/12/1276 GA ČR - Czech Science Foundation (CSF) Institutional support MBU-M - RVO:61388971 UT WOS 000316295500050 DOI 10.1039/c3dt32733g Annotation Asymmetric transfer hydrogenation (ATH) of cyclic imines using [RuCl(eta(6)-p-cymene)TsDPEN] (TsDPEN = N-tosyl-1,2-diphenylethylenediamine) was tested with various aliphatic (secondary, tertiary) and aromatic amines employed in the HCOOH-base hydrogen donor mixture. Significant differences in reaction rates and stereoselectivity were observed, which pointed to the fact that the role of the base in the overall mechanism could be more significant than generally accepted. The hydrogenation mixture was studied by nuclear magnetic resonance (NMR), Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS) and vibrational circular dichroism (VCD) with infrared spectroscopy. The results suggested that the protonated base formed an associate with the active ruthenium-hydride species, most probably via a hydrogen bond with the sulfonyl group of the complex. It is assumed that the steric and electronic differences among the bases were responsible for the results of the initial ATH experiments. Workplace Institute of Microbiology Contact Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231 Year of Publishing 2014
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