Experimental and Theoretical Perspectives of the Noyori-Ikariya Asymmetric Transfer Hydrogenation of Imines

Molecules

Jiří Vผlavík¹  Petr Šot¹  Jan Pecháპk¹  Beáta Vilhanová¹  Ondᖞj Matuška¹  Marek Kuzma² 

[1] Department of Organic Technology, Institute of Chemical Technology, Technická 5, CZ-166 28 Prague, Czech Republic;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

关键词: ruthenium;    asymmetric hydrogenation;    imine;    ligand;    sulfonyl;    arene;    DFT;   

DOI  :  10.3390/molecules19066987

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.