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Synthesis 2009(6): 1000-1006  
DOI: 10.1055/s-0028-1087974
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Light-Induced Synthesis of π-Extended Tetrathiafulvalenes Incorporating Ferrocenes: An Efficient Route for the Synthesis of Electron-Donor Materials

Abdelwareth A. O. Sarhan*a,b, Carsten Bolma
a Institute of Organic Chemistry, RWTH Aachen University, 52056 Aachen, Germany
b Chemistry Department, Faculty of Science, Assiut University, Assiut 71516, Egypt
e-Mail: elwareth@aun.edu.eg; e-Mail: Carsten.Bolm@RWTH-Aachen.de;
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Publication History

Received 6 October 2008
Publication Date:
24 February 2009 (online)

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Abstract

A new method for the synthesis of π-extended tetrathia­fulvalenes was developed. The protocol is based on the exposure of 1,4-dithiafulvenes to sunlight or UV light at ambient temperature. In the resulting chalcogenofulvalenes the 1,3-dithiole ring systems are separated by conjugated spacers. Extended TTF analogues are obtained by insertion of linear π-conjugated spacers (C=C-C=C) of increasing dimensions between the two 1,4-dithiafulvenyl moieties.

Key words

Wittig-Horner reaction - 1,4-dithiafulvenes - ferrocene - oxidative dimerization - sunlight - π-extended tetrathiafulvalenes - organic conductors - electrochemical properties - charge-transfer complex

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