Catalytic Reactions of Carbene Precursors on Bulk Gold Metal

TitleCatalytic Reactions of Carbene Precursors on Bulk Gold Metal
Publication TypeJournal Article
Year of Publication2009
AuthorsZhou YB, Trewyn BG, Angelici RJ, Woo LK
Journal TitleJournal of the American Chemical Society
Volume131
Pages11734-11743
Date Published08/26
ISBN Number0002-7863
Accession NumberISI:000269379400034
Keywords3, 3-disubstituted cyclopropenes, aerobic oxidation, alkylidene complexes, asymmetric cyclopropanation, c-h insertion, carbon-monoxide, copolymer films, diazo-compounds, non-nanogold catalysis, secondary-amines
Abstract

Bulk gold metal powder, consisting of particles (5-50 mu m) much larger than nanoparticles, catalyzes the coupling of carbenes generated from diazoalkanes (R2C=N-2) and 3,3-diphenylcyclopropene (DPCP) to form olefins. It also catalyzes cyclopropanation reactions of these carbene precursors with styrenes. The catalytic activity of the gold powder depends on the nature of the gold particles, as determined by TEM and SEM studies. The reactions can be understood in terms of mechanisms that involve the generation of carbene R2C: intermediates adsorbed on the gold surface.

URL<Go to ISI>://000269379400034
DOI10.1021/Ja900653s