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Issue 17, 2004
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Exo-π-bonding to an ortho-carborane hypercarbon atom: systematic icosahedral cage distortions reflected in the structures of the fluoro-, hydroxy- and amino-carboranes, 1-X-2-Ph-1,2-C2B10H10 (X = F, OH or NH2) and related anions

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Abstract

The structures of derivatives of phenyl-ortho-carborane bearing on the second cage hypercarbon atom a π-donor substituent (F, OH, O, NH2, NH and CH2) were investigated by NMR, X-ray crystallography and computational studies. The molecular structures of these compounds, notably their cage C1–C2 distances and the orientations of their π-donor substituents (OH, NH2, NH and CH2) show remarkable and systematic variations with the degree of exo π-bonding, which varies as expected with the π-donor characteristics of the substituent.

Graphical abstract: Exo-π-bonding to an ortho-carborane hypercarbon atom: systematic icosahedral cage distortions reflected in the structures of the fluoro-, hydroxy- and amino-carboranes, 1-X-2-Ph-1,2-C2B10H10 (X = F, OH or NH2) and related anions

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Submitted
28 Apr 2004
Accepted
02 Jul 2004
First published
04 Aug 2004

Dalton Trans., 2004, 2786-2799
Article type
Paper

Exo-π-bonding to an ortho-carborane hypercarbon atom: systematic icosahedral cage distortions reflected in the structures of the fluoro-, hydroxy- and amino-carboranes, 1-X-2-Ph-1,2-C2B10H10 (X = F, OH or NH2) and related anions

L. A. Boyd, W. Clegg, R. C. B. Copley, M. G. Davidson, M. A. Fox, T. G. Hibbert, J. A. K. Howard, A. Mackinnon, R. J. Peace and K. Wade, Dalton Trans., 2004, 2786
DOI: 10.1039/B406422D

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