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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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Publication details

The article was received on 21 Feb 2015, accepted on 02 Mar 2015 and first published on 02 Mar 2015


Article type: Paper
DOI: 10.1039/C5DT00761E
Citation: Dalton Trans., 2015,44, 6638-6644
  • Open access: Creative Commons BY-NC license
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    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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