Issue 22, 2010
From the journal:

Chemical Communications

Goldcarbenesvia1,2-dialkoxycyclopropane ring-opening: a mass spectrometric and DFT study of the reaction pathways†

Laurent Batiste,a   Alexey Fedorova  and  Peter Chen*a  

* Corresponding authors

a Laboratorium für Organische Chemie, ETH Zürich, Wolfgang-Pauli-Strasse 10, Switzerland
E-mail: peter.chen@org.chem.ethz.ch
Fax: +41 44 632 12 80
Tel: +41 44 632 28 98

Abstract

We report experimental and computational evidence that cationic N-heterocyclic carbene gold complexes with electron-rich cyclopropanes rearrange to produce Fischer gold carbene complexes in the gas phase, in analogy to long-known condensed-phase rearrangements of protonated cyclopropanes. Our results help to generalize the relationship between Lewis-acidic metal complexes of cyclopropanes, metallacyclobutanes and metal carbenes.

Graphical abstract: Gold carbenes via 1,2-dialkoxycyclopropane ring-opening: a mass spectrometric and DFT study of the reaction pathways

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Article information

DOI
https://doi.org/10.1039/C0CC00086H
Article type
Communication
Submitted
23 Feb 2010
Accepted
25 Mar 2010
First published
20 Apr 2010

Chem. Commun., 2010,46, 3899-3901

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Gold carbenes via 1,2-dialkoxycyclopropane ring-opening: a mass spectrometric and DFT study of the reaction pathways

L. Batiste, A. Fedorov and P. Chen, Chem. Commun., 2010, 46, 3899 DOI: 10.1039/C0CC00086H

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