Journal
APPLIED ORGANOMETALLIC CHEMISTRY
Volume 22, Issue 10, Pages 553-559Publisher
WILEY
DOI: 10.1002/aoc.1433
Keywords
alkoxycarbonylation; phenylacetylene; cinnamate esters; unsaturated esters; salicylic acid; boric acid; palladium; phosphine
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Funding
- King Fahd University of Petroleum and Minerals (Dhahran, Saudi Arabia)
- Deanship of Scientific Research [CY/Palladium/295]
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The regioselective alkoxycarbonylation of phenylacetylene into various cinnamate esters was achieved with a catalyst system formed from palladium (II), 1,4-bis(diphenylphosphino) butane (dppb) and salicylborate complex in acetonitrile as a solvent. The influence of various parameters on the overall conversion of phenylacetylene and the selectivity of the reaction were studied systematically by varying the type of palladium complex, acids promoter, CO pressure, temperature and the reaction time. This investigation allowed us to obtain the predominant formation of cinnamate esters with excellent selectivity (90-96%). Copyright (C) 2008 John Wiley & Sons, Ltd.
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