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Synfacts 2007(10): 1051-1051  
DOI: 10.1055/s-2007-968995
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Phosphole-Based Chromophores

Contributor(s): Timothy M. Swager, Trisha L. Andrew
Y. Matano*, T. Miyajima, H. Imahori, Y. Kimura
Kyoto University, Japan
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Publication History

Publication Date:
07 November 2007 (online)

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Significance

Various 2-aryl-5-styrylphospholes were synthesized in three steps from hepta-1,6-diyne. The absorption and emission characteristics of such phospholes were demonstrated to be strongly dependent on the nature of the terminal functionalities, with an observed variation of approximately 30 nm and 100 nm in the absorption and emission maxima, respectively. The first molecular hyperpolarizabilities (β) of compounds 3a and 3b were found to be 7.5 and 12 times larger than that of p-nitroaniline, which is a standard non-linear optic (NLO) chromophore.