Issue 57, 2017

An N-heterocyclic carbene iridium catalyst with metal-centered chirality for enantioselective transfer hydrogenation of imines

Abstract

A cyclometalating N-heterocyclic carbene iridium complex featuring metal-centered chirality was designed and used for the asymmetric transfer hydrogenation (ATH) of imines. Four strongly σ-donating carbon-based substituents (2 carbenes and 2 phenyl moieties), a chirality transfer directly from the stereogenic metal center to the C[double bond, length as m-dash]N bond of substrates, as well as a restriction of catalyst deactivation by steric demanding substituents, render the new complex one of the most efficient catalysts for ATH of cyclic N-sulfonylimines (down to 0.01 mol% cat., 24 examples, 94–98% ee).

Graphical abstract: An N-heterocyclic carbene iridium catalyst with metal-centered chirality for enantioselective transfer hydrogenation of imines

Supplementary files

Article information

Article type
Communication
Submitted
16 Jun 2017
Accepted
27 Jun 2017
First published
27 Jun 2017

Chem. Commun., 2017,53, 8089-8092

An N-heterocyclic carbene iridium catalyst with metal-centered chirality for enantioselective transfer hydrogenation of imines

Y. Li, M. Lei, W. Yuan, E. Meggers and L. Gong, Chem. Commun., 2017, 53, 8089 DOI: 10.1039/C7CC04691J

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