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Catalytic Performance of a Phosphapalladacycle Bearing a Biphenyl Moiety, Possessing an sp³ C−Pd Bond, toward the Heck Coupling Reaction

Shirin Nadri†, Mohammad Joshaghani*†‡ and Ezzat Rafiee†‡

^† Faculty of Chemistry, Razi University, Kermanshah, 67149, Iran

^‡ Kermanshah Oil Refining Company, Kermanshah, Iran

Organometallics, 2009, 28 (21), pp 6281–6287

DOI: 10.1021/om9006483

Publication Date (Web): October 15, 2009

*Corresponding author. Tel/Fax: +98 831-4274559. E-mail: mjoshaghani@razi.ac.ir.

Abstract

A new palladacycle, in which the palladium is bonded both to the phosphorus and to an sp³-carbon, has been used for the Heck reaction of mono- and disubstituted olefins with aryl bromides. The S-shaped kinetic curve in the reaction between α-methylstyrene and bromobenzene in the presence of amine as base shows that the reactions probably follow a conventional Pd(0)/Pd(II) cycle rather than a Pd(II)/Pd(IV) cycle.

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History

Published In Issue November 09, 2009
Article ASAPOctober 15, 2009
Received: July 22, 2009

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Article

Catalytic Performance of a Phosphapalladacycle Bearing a Biphenyl Moiety, Possessing an sp³ C−Pd Bond, toward the Heck Coupling Reaction