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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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Gardiner, MG ORCID: 0000-0001-6373-4253, Ho, CC ORCID: 0000-0002-7555-0635, McGuinness, DS ORCID: 0000-0002-6615-7807 and Liu, YL 2020 , 'Air and moisture tolerant synthesis of a chelated bis(NHC) methylpalladium(II) complex relevant to alkyl migration processes in catalysis' , Australian Journal of Chemistry, vol. 73 , pp. 1158-1164 , doi: 10.1071/CH20194.

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Abstract

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.

Item Type: Article
Authors/Creators:Gardiner, MG and Ho, CC and McGuinness, DS and Liu, YL
Keywords: palladium, catalysis, NHC, copolymerisation
Journal or Publication Title: Australian Journal of Chemistry
Publisher: C S I R O Publishing
ISSN: 0004-9425
DOI / ID Number: 10.1071/CH20194
Copyright Information:

Journal compilation Copyright CSIRO 2020

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