The Heck reaction in the production of fine chemicals

de Vries, Johannes G

doi:10.1139/v01-033

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The Heck reaction in the production of fine chemicals

Author(s): Johannes G de Vries

Publication date Created: May 2001

Publication date (Print): May 2001

Journal: Canadian Journal of Chemistry

Publisher: Canadian Science Publishing

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Anionic Pd(0) and Pd(II) intermediates in palladium-catalyzed Heck and cross-coupling reactions.

M A Jutand, C Amatore (2000)

The anions of PdCl(2)L(2) and Pd(OAc)(2), precursors of palladium(0) used in cross-coupling and Heck reactions, play a crucial role in these reactions. Tricoordinated anionic complexes Pd(0)L(2)Cl(-) and Pd(0)L(2)(OAc)(-) are the effective catalysts instead of the usually postulated Pd(0)L(2) complex. The anion ligated to the palladium(0) affects the kinetics of the oxidative addition to ArI as well as the structure and reactivity of the arylpalladium(II) complexes produced in this reaction. Thus, pentacoordinated anionic complexes are formed, ArPdI(Cl)L(2)(-) or ArPdI(OAc)L(2)(-), the precursor of neutral trans-ArPd(OAc)L(2), instead of the usually postulated trans-ArPdIL(2) complex (L = PPh(3)).