✦ LIBER ✦

The Heck reaction: mechanistic insights and novel ligands

✍ Scribed by Michael Casey; John Lawless; Colette Shirran

Book ID: 104323675
Publisher: Elsevier Science
Year: 2000
Tongue: English
Weight: 128 KB
Volume: 19
Category: Article
ISSN: 0277-5387
DOI: 10.1016/s0277-5387(99)00398-8

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✦ Synopsis

The kinetics of the Heck reaction of aryl iodides with methyl acrylate using phosphane ligands were studied. Triphenylphosphane strongly inhibited the reaction when used in excess over the Pd(0) precatalyst. The rate of reaction was found to be weakly dependent on the concentrations of both the aryl iodide and the alkene. The results indicate that the migratory insertion step is turnover limiting, with the oxidative addition to the aryl iodide being faster but not negligible. Phosphane sulfane hemilabile ligands were found to give good yields and good catalyst stability in Heck reactions.

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