Mechanistic insights into asymmetric transfer hydrogenation of pyruvic acid catalysed by chiral osmium complexes with formic acid assisted proton transfer.

Author(s) Wang, W.; Yang, X.
Journal Chem Commun (Camb)
Date Published 2019 Aug 21
Abstract

A density functional theory study of the asymmetric transfer hydrogenation of pyruvic acid to ł- and d-lactic acids catalysed by a chiral osmium complex OsH[(R,R)TsNCH(Ph)CH(Ph)NH](η-p-cymene) reveals a formic acid assisted enantio-determining proton-coupled hydride transfer mechanism. Activation strain model analysis indicates that the C-H/π interaction between η-arene and carboxyl ligands has a significant influence on the enantioselectivity. The replacement of p-cymene by 4-isopropyl biphenyl or phenyl is highly likely to improve the catalytic performance of the complex.

DOI 10.1039/c9cc04760c
ISSN 1364-548X
Citation Wang W, Yang X. Mechanistic insights into asymmetric transfer hydrogenation of pyruvic acid catalysed by chiral osmium complexes with formic acid assisted proton transfer. Chem Commun (Camb). 2019;55(65):9633-9636.

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