1450722-43-6Relevant articles and documents
Methylenepyran based dipolar and quadrupolar dyes: Synthesis, electrochemical and photochemical properties
Gauthier, Sébastien,Vologdin, Nikolay,Achelle, Sylvain,Barsella, Alberto,Caro, Bertrand,Robin-Le Guen, Fran?oise
, p. 8392 - 8399 (2013/09/02)
This paper presents the synthesis of a series of push-pull and quadrupolar π-conjugated structures incorporating pro-aromatic methylenepyran electron-donor groups and various electron-attracting groups. Some of the methylenepyran derivatives were oxidized by I2 to give, after reduction by Na2S2O3, bismethylenepyran compounds via successive steps. The electrochemical redox properties of methylenepyrans 5-9 and extended bismethylenepyrans 10, 14, and 15 determined by cyclic voltammetry indicate the formation of redox bistable systems with high bi-stability. Oxidation of the dimers obtained from 5 to 9 was also described. All compounds are colored and slightly fluorescent (except some bismethylenepyran derivatives). Some compound second-order nonlinear optical properties were investigated, and large positive values of μβ were obtained. A positive dimer effect was also observed for bispyran derivatives.