Design and Synthesis of C2-Symmetric N-Heterocyclic Carbene Precursors and Metal Carbenoids

Abstract

Chiral, C2-symmetric imidazolium and imidazolinium ions, as well as the corresponding copper- or silver-bound carbenoids, have been prepared. Structural study of these compounds by X-ray crystallography reveals a chiral pocket that surrounds the putative carbene site or the metal–carbene bond, at carbon 2, in three of the four ligands prepared. Preliminary investigation into the application of these complexes has shown one of them to be highly enantioselective in the hydrosilylation of acetophenone.

Department(s)

Chemistry and Biochemistry

Document Type

Article

DOI

https://doi.org/10.1021/jo2012434

Keywords

imidazolium, copper, metals, crystal structure, hydrosilylation

Publication Date

2011

Journal Title

The Journal of organic chemistry

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