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Organometallic Chemistry and catalysis on gold metal surfaces

Journal Article · · Journal of Organometallic Chemistry
OSTI ID:962567

As in transition metal complexes, C{triple_bond}N-R ligands adsorbed on powdered gold undergo attack by amines to give putative diaminocarbene groups on the gold surface. This reaction forms the basis for the discovery of a gold metal-catalyzed reaction of C{triple_bond}N-R, primary amines (R{prime}NH{sub 2}) and O{sub 2} to give carbodiimides (R{prime}-N{double_bond}C{double_bond}N-R). An analogous reaction of C{triple_bond}O, RNH{sub 2}, and O{sub 2} gives isocyanates (R-N{double_bond}C{double_bond}O), which react with additional amine to give urea (RNH){sub 2}C{double_bond}O products. The gold-catalyzed reaction of C{triple_bond}N-R with secondary amines (HNR{prime}{sub 2}) and O{sub 2} gives mixed ureas RNH(CO)NR{prime}{sub 2}. In another type of gold-catalyzed reaction, secondary amines HN(CH{sub 2}R){sub 2} react with O{sub 2} to undergo dehydrogenation to the imine product, RCH{double_bond}N(CH{sub 2}R). Of special interest is the high catalytic activity of gold powder, which is otherwise well-known for its poor catalytic properties.

Research Organization:
Ames Laboratory (AMES), Ames, IA (United States)
Sponsoring Organization:
USDOE Office of Science (SC)
DOE Contract Number:
AC02-07CH11358
OSTI ID:
962567
Report Number(s):
IS-J 7346
Journal Information:
Journal of Organometallic Chemistry, Journal Name: Journal of Organometallic Chemistry Journal Issue: 5 Vol. 693; ISSN 0022-328X
Country of Publication:
United States
Language:
English