Synthesis and solvatochromism of some dipolar aryl-phosphonium and -phosphine oxide systems

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Allen, D.W. and Mifflin, J.P. and Skabara, P.J. (2000) Synthesis and solvatochromism of some dipolar aryl-phosphonium and -phosphine oxide systems. Journal of Organometallic Chemistry, 601 (2). pp. 293-298. ISSN 0022-328X (http://dx.doi.org/10.1016/S0022-328X(00)00085-1)

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Abstract

The synthesis is reported of a series of dipolar arylphosphonium salts bearing ferrocenylethenyl, 2-thienylethenyl, 4-dimethylaminophenylethenyl, or (4-dimethylaminophenyl)butadienyl electron-donor centres, together with a study of their course of alkaline hydrolysis, which provides a convenient synthetic route to related dipolar phosphine oxides. The phosphonium salts exhibit a modest degree of negative solvatochromism, whereas the related phosphine oxides show a small positive solvatochromic effect. In the case of the ferrocenyl systems, the electronic effects of the phosphorus acceptor group on the ferrocene unit have been studied by cyclic voltammetry.

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