Issue 88, 2017

N-Heterocyclic carbene-induced transmethylation in tungsten imido alkylidene bistriflates: unexpected formation of an N-heterocyclic olefin complex

Abstract

The reaction of [W(N-2,6-iPr2C6H3)(CHCMe2Ph)(OTf)2(DME)] (DME = 1,2-dimethoxyethane, OTf = CF3SO3) with the N-heterocyclic carbene (NHC) 1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene (IMesH2) leads to DME activation followed by transmethylation and in due consequence to the formation of the N-heterocyclic olefin complex [W(N-2,6-iPr2C6H3)(CHCMe2Ph)(OTf)2(IMesH2CH2)] along with [W(N-2,6-iPr2C6H3)(CHCMe2Ph)(OTf)(IMesH2)(κ2-O(CH2)2OMe)], [1,3-bis(2,4,6-trimethylphenyl)-2-methylimidazolidinium+ (OTf)] and [1,3-bis(2,4,6-trimethylphenyl)-2-H-imidazolidinium+ (OTf)]. A reaction pathway is proposed and confirmed by the use of 13C-labelled compounds; structures of the products were verified by NMR and/or single-crystal X-ray analysis.

Graphical abstract: N-Heterocyclic carbene-induced transmethylation in tungsten imido alkylidene bistriflates: unexpected formation of an N-heterocyclic olefin complex

Supplementary files

Article information

Article type
Communication
Submitted
25 Sep 2017
Accepted
17 Oct 2017
First published
18 Oct 2017

Chem. Commun., 2017,53, 12036-12039

N-Heterocyclic carbene-induced transmethylation in tungsten imido alkylidene bistriflates: unexpected formation of an N-heterocyclic olefin complex

D. A. Imbrich, W. Frey and M. R. Buchmeiser, Chem. Commun., 2017, 53, 12036 DOI: 10.1039/C7CC07471A

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