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Chem. Commun., 2005, 737 - 739, DOI: 10.1039/b417393g


A new class of organic donor–acceptor molecules with large third-order optical nonlinearities

Tsuyoshi Michinobu, Joshua C. May, Jin H. Lim, Corinne Boudon, Jean-Paul Gisselbrecht, Paul Seiler, Maurice Gross, Ivan Biaggio and François Diederich


Donor–acceptor molecules with 4-(dimethylamino)phenyl donor and 1,1,4,4-tetracyanobuta-1,3-diene acceptor moieties are readily prepared by short, high-yielding routes. The quite small chromophores are characterised by X-ray crystallography and feature intense intramolecular charge-transfer bands, substantial quinoid character in the donor rings, reversible electrochemical reductions and oxidations and powerful third-order optical nonlinearities.

Graphical abstract image for this article  (ID: b417393g)