Issue 12, 2012
From the journal:

Chemical Communications

Wittig-olefination via an yttrium-coordinated betaine†

Mark R. Crimmin*ab  and  Andrew J. P. Whiteb  

* Corresponding authors

a Department of Chemistry, University College London, 20 Gordon Street, London, United Kingdom

b Department of Chemistry, Imperial College London, South Kensington, London, United Kingdom
E-mail: m.crimmin@imperial.ac.uk
Tel: 020 7594 1159

Abstract

We report the synthesis of an yttrium phosphonium methylide complex and its reaction with benzophenone to form an excedingly rare hydrocarbon soluble metal-coordinated betaine. While this reaction models the C–C σ-bond formation step of the Wittig reaction under salt-conditions, addition of Ph3P[double bond, length as m-dash]O to the betaine complex results in formation of 1,1-diphenylethene.

Graphical abstract: Wittig-olefination via an yttrium-coordinated betaine

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Article information

DOI
https://doi.org/10.1039/C2CC16431K
Article type
Communication
Submitted
16 Oct 2011
Accepted
29 Nov 2011
First published
03 Jan 2012

Chem. Commun., 2012,48, 1745-1747

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Wittig-olefination via an yttrium-coordinated betaine

M. R. Crimmin and A. J. P. White, Chem. Commun., 2012, 48, 1745 DOI: 10.1039/C2CC16431K

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