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Air and moisture tolerant synthesis of a chelated bis(NHC) methylpalladium(II) complex relevant to alkyl migration processes in catalysis

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posted on 2023-05-21, 03:31 authored by Michael GardinerMichael Gardiner, Curtis HoCurtis Ho, McGuinness, DS, Liu, YL

Abstract

An air- and moisture-tolerant alternate synthetic pathway to the preparation of a cationic chelated bis(NHC) methylpalladium(ii) complex, [{(MesIm)2CH2}Pd(Me)(NCMe)][PF6], is described. The pathway involves the isolation of a bis(NHC) AgI complex, [{(MesIm)2CH2}2Ag2][PF6]2, via metallation of the corresponding diimidazolium salt with Ag2O followed by carbene transfer to [(COD)PdBrMe]. This new method avoids a previously reported unstable intermediate that displayed rapid decomposition at room temperature, attaining the targeted cationic methylpalladium(ii) complex in high yield. CO/ethylene copolymerisation catalysis trials are reported showing solvent dependent catalyst lifetime and copolymer yields. Preliminary ethylene insertion studies are also outlined revealing possible pathways leading towards catalyst deactivation.

History

Publication title

Australian Journal of Chemistry

Volume

73

Pagination

1158-1164

ISSN

0004-9425

Department/School

School of Natural Sciences

Publisher

C S I R O Publishing

Place of publication

150 Oxford St, Po Box 1139, Collingwood, Australia, Victoria, 3066

Rights statement

Journal compilation Copyright CSIRO 2020

Repository Status

  • Open

Socio-economic Objectives

Expanding knowledge in the chemical sciences

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