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Synfacts 2008(4): 0372-0372  
DOI: 10.1055/s-2008-1042842
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

New TCNQ-Based Charge-Transfer Chromophores

Contributor(s): Timothy M. Swager, Jose M. Lobez
M. Kivala, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, F. Diederich*
ETH Zürich, Switzerland and Université Louis Pasteur, Strasbourg, France
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Publication History

Publication Date:
19 March 2008 (online)

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Significance

The authors report a new way to obtain charge-transfer chromophores from 7,7,8,8-tetracyanoquinodimethane (TCNQ). TCNQ undergoes a thermal [2+2] cycloaddition in the presence of several electron-rich N,N-dialkyl­anilino-substituted alkynes with generally high yields and complete regioselectivity.