In situ formation of palladium(0) from a P, C-palladacycle

In DMF at 80 °C, a Pd 0 complex is generated in situ from the dimeric P, C-palladacycle ( 1 ) in the absence of any reducing agents, presumably via a reductive elimination. The Pd 0 complex formed in an endergonic equilibrium has been trapped and stabilized by an additional P( o-Tol) 3 and has been...

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Bibliographic Details
Published inTetrahedron Vol. 61; no. 41; pp. 9670 - 9678
Main Authors d'Orlyé, Fanny, Jutand, Anny
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 10.10.2005
Elsevier
Subjects
Catalysis
Chemical Sciences
Mechanism, cyclic voltammetry
Palladacycle
Reductive elimination
Reductive elimination
Palladacycle
Mechanism, cyclic voltammetry
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Summary:In DMF at 80 °C, a Pd 0 complex is generated in situ from the dimeric P, C-palladacycle ( 1 ) in the absence of any reducing agents, presumably via a reductive elimination. The Pd 0 complex formed in an endergonic equilibrium has been trapped and stabilized by an additional P( o-Tol) 3 and has been detected in cyclic voltammetry by its oxidation peak. Its formation is favored by acetate anions (often used as base in Heck reactions) via the formation of a monomeric anionic P, C-palladacycle ligated by acetate ions. As postulated, P, C-palladacycles are a reservoir of monophosphine–Pd 0 complexes active in oxidative additions with aryl halides. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2005.07.098