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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 Druh ASEP J - Článek v odborném periodiku Zařazení RIV J - Článek v odborném periodiku Poddruh J Článek ve WOS Název New insight into the role of a base in the mechanism of imine transfer hydrogenation on a Ru(II) half-sandwich complex Tvůrce(i) 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)Zdroj.dok. Dalton Transactions. - : Royal Society of Chemistry - ISSN 1477-9226
Roč. 42, č. 14 (2013), s. 5174-5182Poč.str. 9 s. Jazyk dok. eng - angličtina Země vyd. GB - Velká Británie Klíč. slova LIGAND BIFUNCTIONAL CATALYSIS ; RUTHENIUM HYDRIDE COMPLEXES ; ASYMMETRIC TRANSFER HYDROGENATION Vědní obor RIV CA - Anorganická chemie CEP GA104/09/1497 GA ČR - Grantová agentura ČR GAP106/12/1276 GA ČR - Grantová agentura ČR Institucionální podpora MBU-M - RVO:61388971 UT WOS 000316295500050 DOI 10.1039/c3dt32733g Anotace 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. Pracoviště Mikrobiologický ústav Kontakt Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231 Rok sběru 2014
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