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Bis(chalcogenones) as pincer ligands: isolation and Heck activity of the selone-ligated unsymmetrical C,C,Se–Pd pincer complex†
Ninad Ghavale,Harkesh B. Singh,Ray J. Butcher
Dalton Transactions Pub Date : 05/19/2015 00:00:00 , DOI:10.1039/C5DT01565K
Abstract

The reaction of meta-phenylene-bis(1-methyl-1H-imidazole-2(3H)-selone) with [Pd2(μ-Cl)2(2-C6H4CH2NMe2)2] in dry benzene and glacial acetic acid resulted in the formation of an unsymmetrical 5,6-membered C,C,Se–Pd(II) pincer complex through C–H bond activation and extrusion of one selenium. This is the first example of a C,C,Se–Pd(II) complex wherein the central Pd(II) is simultaneously coordinated to a selone and an N-heterocyclic carbene. The chelated complex of the type [PdL2]2+2[PF6] (L = bis(selone)) was isolated from the reaction of the bis(selone) with [PdCl2(PhCN)2] and NH4PF6. The unsymmetrical pincer complex was studied for Heck activity revealing its application as an acceptable catalyst in coupling of iodobenzene with acrylates and styrene.

Graphical abstract: Bis(chalcogenones) as pincer ligands: isolation and Heck activity of the selone-ligated unsymmetrical C,C,Se–Pd pincer complex
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