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Organometallic chemistry and catalysis on gold metal surfaces

TitleOrganometallic chemistry and catalysis on gold metal surfaces
Publication TypeJournal Article
Year of Publication2008
AuthorsAngelici RJ
Journal TitleJournal of Organometallic Chemistry
Volume693
Pages847-856
Date Published03
Type of ArticleProceedings Paper
ISBN Number0022-328X
Accession NumberISI:000254409300007
Keywordsaerobic oxidation, ALKYL ISOCYANIDES, CARBENE COMPLEXES, carbenes, carbon monoxide, carbon-monoxide, dehydrogenation, Gold, HYDROGEN-PEROXIDE, ISOCYANIDE LIGANDS, ISOCYANIDES, non-nanogold catalysis, oxidation, PALLADIUM(I, POWDERED GOLD, secondary-amines
Abstract

As in transition metal complexes, C N-R ligands adsorbed on powdered gold undergo attack by amines to give putative diamino-carbene groups on the gold surface. This reaction forms the basis for the discovery of a gold metal-catalyzed reaction of C N-R, primary amines (R'NH2) and O-2 to give carbodiimides (R'-N=C=N-R). An analogous reaction of C O, RNH2, and O-2 gives isocyanates (R-N=C=O), which react with additional amine to give urea (RNH)(2)C=O products. The gold-catalyzed reaction of C N-R with secondary amines (HNR'(2)) and O-2 gives mixed ureas RNH(C O)NR'(2). In another type of gold-catalyzed reaction, secondary amines HN(CH2R)(2) react with O-2 to undergo dehydrogenation to the imine product, RCH=N(CH2R). Of special interest is the high catalytic activity of gold powder, which is otherwise well-known for its poor catalytic properties. (C) 2007 Elsevier B.V. All rights reserved.
DOI10.1016/j.jorganchem.2007.11.023
Alternate JournalJ. Organomet. Chem.