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Issue 14, 2015
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Reduction of hydroxy-functionalised carbaboranyl carboxylic acids and ketones by organolithium reagents

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Abstract

While the reaction of carbaboranyl carboxylic acids and ketones with organolithium reagents generally leads to cleavage of the exo-polyhedral C–C bond, introduction of a hydroxyl group at the second carbon atom of the cluster enables the reduction of the carbonyl compounds to tertiary alcohols. The proposed mechanism involving the formation of dimeric contact ion pairs was supported by X-ray crystallography and theoretical calculations.

Graphical abstract: Reduction of hydroxy-functionalised carbaboranyl carboxylic acids and ketones by organolithium reagents

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Article information


Submitted
21 Feb 2015
Accepted
02 Mar 2015
First published
02 Mar 2015

This article is Open Access

Dalton Trans., 2015,44, 6638-6644
Article type
Paper

Reduction of hydroxy-functionalised carbaboranyl carboxylic acids and ketones by organolithium reagents

W. Neumann, M. Hiller, M. B. Sárosi, P. Lönnecke and E. Hey-Hawkins, Dalton Trans., 2015, 44, 6638
DOI: 10.1039/C5DT00761E

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