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Issue 10, 2005
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An extensive study of bromination of cis,trans,trans-1,5,9-cyclododecatriene: product structures and conformations

Keith Smith,*a  Chia-Hui Liu,a  Gamal A. El-Hiti,a  Gurvinder S. Kang, and in part ,a  Elfyn Jones,a  Simon G. Clement,a  Alex D. Checquer,a  Oliver W. Howarth,b  Michael B. Hursthousec  and  Simon J. Colesc 
Author affiliations

* Corresponding authors

a Centre for Clean Chemistry, Department of Chemistry, University of Wales Swansea, Singleton Park, Swansea, UK

b Department of Chemistry, University of Warwick, Coventry, UK

c Department of Chemistry, University of Wales Cardiff, Cardiff, UK

Abstract

Bromine has been added to cis,trans,trans-1,5,9-cyclododecatriene under various reaction conditions. All expected direct addition products have been isolated, and their structures have been determined by microanalysis, NMR and X-ray crystallography. Advanced NMR techniques were used to determine solution conformations of several of the compounds, enabling comparison with the solid-state conformations obtained by crystallography.

Graphical abstract: An extensive study of bromination of cis,trans,trans-1,5,9-cyclododecatriene: product structures and conformations

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Publication details

The article was received on 11 Nov 2004, accepted on 23 Mar 2005 and first published on 14 Apr 2005


Article type: Paper
DOI: 10.1039/B417156J
Citation: Org. Biomol. Chem., 2005,3, 1880-1892
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    An extensive study of bromination of cis,trans,trans-1,5,9-cyclododecatriene: product structures and conformations

    K. Smith, C. Liu, G. A. El-Hiti, G. S. Kang, E. Jones, S. G. Clement, A. D. Checquer, O. W. Howarth, M. B. Hursthouse and S. J. Coles, Org. Biomol. Chem., 2005, 3, 1880
    DOI: 10.1039/B417156J

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