Speculations on new mechanisms for Heck reactions
- 1 January 1998
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in New Journal of Chemistry
- Vol. 22 (2) , 77-79
- https://doi.org/10.1039/a709028e
Abstract
A mechanism for the olefination reaction is proposed, involving PdII/PdIV, in which a key step is reversible nucleophilic attack on the PdII-coordinated olefin to give an electron-rich σ-alkyl- or, with carbonate, a chelated σ-dialkyl-complex, which then oxidatively adds the organic halide e.g. ArX. Loss of nucleophile, migration of Ar from PdIV to coordinated olefin, β-hydrogen elimination and loss of HX then gives the product of olefination and regenerates the PdII catalyst.Keywords
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