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Synfacts 2007(7): 0699-0699  
DOI: 10.1055/s-2007-968657
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

A Thiophene-TTF Oligomer

Contributor(s): Timothy M. Swager, Eric L. Dane
A. L. Kanibolotsky, L. Kanibolotskaya, S. Gordeyev, P. J. Skabara*, I. McCulloch, R. Berridge, J. E. Lohr, F. Marchioni, F. Wudl
University of Strathclyde, Glasgow, University of Manchester and Merck Chemicals, Southampton, UK; University of California, Los Angeles, USA
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Publication History

Publication Date:
22 June 2007 (online)

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Significance

Compound 10 is prepared in a multi-step synthesis. Steps of note are the transformation of 3 to 4 using a Stevens rearrangement and the [4+2] cycloaddition of 5 to 4 to form 6 at elevated temperatures. The authors are able to synthesize 10 from 9 using four different methods, with electrochemical oxidation being the cleanest, though it is limited in scale.