Issue 12, 2016

Catalytic applications of [IPr·GaX2][SbF6] and related species

Abstract

The title cationic gallium(III) complexes are shown to be useful in homogeneous molecular catalysis. They have been used in catalytic reactions involving the activation of alcohols, alkynes and alkenes towards the addition of various nucleophiles (H2O, ROH, carbonyls, arenes, hydrides, etc.). The mechanism of the transformations of alkynes and alkenes are believed to involve carbocationic σ-vinyl and σ-alkyl gallium intermediates, which can be prone to unusual rearrangements and condensations. These species are likely to be formed reversibly, which confers a dynamic behavior to this chemistry. DFT computations shed light on these issues.

Graphical abstract: Catalytic applications of [IPr·GaX2][SbF6] and related species

Supplementary files

Article information

Article type
Research Article
Submitted
18 Aug 2016
Accepted
22 Sep 2016
First published
22 Sep 2016

Org. Chem. Front., 2016,3, 1603-1613

Catalytic applications of [IPr·GaX2][SbF6] and related species

B. Michelet, S. Tang, G. Thiery, J. Monot, H. Li, R. Guillot, C. Bour and V. Gandon, Org. Chem. Front., 2016, 3, 1603 DOI: 10.1039/C6QO00470A

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