Reversing the role of the metal-oxygen pi bond: Re(V)-oxo catalyzed hydrosilylations

ORGN 634

Kristine A. Nolin, knolin@berkeley.edu1, Jennifer R. Krumper, jkrumper@socrates.berkeley.edu1, Joshua J. Kennedy-Smith2, Richard W. Ahn1, and F. Dean Toste, fdtoste@berkeley.edu1. (1) Department of Chemistry, University of California, Berkeley, Berkeley, CA 94720, (2) Roche Palo Alto, Palo Alto, CA
High oxidation state metals have been well studied and, traditionally, their reactivity encompasses oxidation and oxygen transfer reactions. The stability of these complexes can be exploited while utilizing them for non-oxidative organic transformations, for example, hydrosilylation. A hydrosilylation utilizing an air and moisture tolerant Re(V)-oxo catalyst has been developed. Analysis of the reactivity of this catalyst has given rise to a novel proposed mechanism for the hydrosilylation of carbonyl complexes. This chemistry has also been extended to the asymmetric reduction of ketones and imines.
 

New Reactions and Methodology
8:00 AM-12:00 PM, Wednesday, 13 September 2006 Moscone Center -- Room 133, Oral

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006