Issue 42, 2008

Striking reactivity of ylide-like germylene toward terminal alkynes: [4+2] cycloadditionversus C–H bond activation

Abstract

The isolable ylide-like N-heterocyclic germylene LGe: (2) {L = CH[(C[double bond, length as m-dash]CH2)CMe][N(aryl)]2, aryl = 2,6-iPr2C6H3} shows an unprecedented dual reactivity toward terminal alkynes: its reaction with acetylene leads via[4+2] cycloaddition to the novel intramolecular donor stabilised germylene 3, while conversion of phenylacetylene furnishes the analogous cycloadduct 4 along with a C–H bond activation product, the novel N-donor stabilised alkynyl germylene 5.

Graphical abstract: Striking reactivity of ylide-like germylene toward terminal alkynes: [4+2] cycloadditionversus C–H bond activation

Supplementary files

Article information

Article type
Communication
Submitted
14 Jul 2008
Accepted
05 Aug 2008
First published
18 Sep 2008

Chem. Commun., 2008, 5393-5395

Striking reactivity of ylide-like germylene toward terminal alkynes: [4+2] cycloadditionversus C–H bond activation

S. Yao, C. van Wüllen and M. Driess, Chem. Commun., 2008, 5393 DOI: 10.1039/B811952J

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