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Synthesis, structure, and optical properties of 1,4-dithiafulvene-based nonlinear optic-phores

AuthorsAlías, Silvia; Andreu, Raquel; Blesa, María Jesús; Franco, Santiago; Garín, Javier; Gragera, Aurora; Orduna, Jesús; Romero, Pilar ; Villacampa, Belén
Issue Date24-Jul-2007
PublisherAmerican Chemical Society
CitationJournal of Organic Chemistry 72(17): 6440-6446 (2007)
AbstractPolyenic nonlinear optic (NLO)-phores with a proaromatic 1,4-dithiafulvene electron donor and the little explored 1,1,3-tricyano-2-phenylpropene acceptor have been synthesized. Their configurational and conformational features, ground state polarization, and linear and nonlinear optical properties have been determined experimentally and theoretically, and the results are compared to those of tetrathiafulvalene-related derivatives. The newly prepared compounds show close to optimal bond length alternation values for maximizing the first molecular hyperpolarizability, and one of them displays the highest μβ0 value ever reported for a dithiafulvene-based NLO-phore. The first example of a dithiafulvenylmethylene transfer reaction is also reported.
Description7 pages, 6 tables, 2 figures, 2 schemes.
Publisher version (URL)http://dx.doi.org/10.1021/jo070694v
Appears in Collections:(ICMA) Artículos
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