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Experimental and theoretical perspectives of the Noyori-Ikariya asymmetric transfer hydrogenation of imines

J. Václavík, P. Sot, J. Pecháček, B. Vilhanová, O. Matuška, M. Kuzma, P. Kačer,

. 2014 ; 19 (6) : 6987-7007.

Language English Country Switzerland

Document type Journal Article, Research Support, Non-U.S. Gov't, Review

The asymmetric transfer hydrogenation (ATH) of imines catalyzed by the Noyori-Ikariya [RuCl(η6-arene)(N-arylsulfonyl-DPEN)] (DPEN=1,2-diphenylethylene-1,2-diamine) half-sandwich complexes is a research topic that is still being intensively developed. This article focuses on selected aspects of this catalytic system. First, a great deal of attention is devoted to the N-arylsulfonyl moiety of the catalysts in terms of its interaction with protonated imines (substrates) and amines (components of the hydrogen-donor mixture). The second part is oriented toward the role of the η6-coordinated arene. The final part concerns the imine substrate structural modifications and their importance in connection with ATH. Throughout the text, the summary of known findings is complemented with newly-presented ones, which have been approached both experimentally and computationally.

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$a The asymmetric transfer hydrogenation (ATH) of imines catalyzed by the Noyori-Ikariya [RuCl(η6-arene)(N-arylsulfonyl-DPEN)] (DPEN=1,2-diphenylethylene-1,2-diamine) half-sandwich complexes is a research topic that is still being intensively developed. This article focuses on selected aspects of this catalytic system. First, a great deal of attention is devoted to the N-arylsulfonyl moiety of the catalysts in terms of its interaction with protonated imines (substrates) and amines (components of the hydrogen-donor mixture). The second part is oriented toward the role of the η6-coordinated arene. The final part concerns the imine substrate structural modifications and their importance in connection with ATH. Throughout the text, the summary of known findings is complemented with newly-presented ones, which have been approached both experimentally and computationally.
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$a Pecháček, Jan $u Department of Organic Technology, Institute of Chemical Technology, Technická 5, CZ-166 28 Prague, Czech Republic.
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$a Kuzma, Marek $u Laboratory of Molecular Structure Characterization, Institute of Microbiology, v.v.i., Academy of Sciences of the Czech Republic, Vídeňská 1083, CZ-142 20 Prague, Czech Republic.
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$a Kačer, Petr $u Department of Organic Technology, Institute of Chemical Technology, Technická 5, CZ-166 28 Prague, Czech Republic. kacerp@vscht.cz.
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