77938-07-9Relevant academic research and scientific papers
Synthesis of α,ω -diarylbutadienes and -hexatrienes via decarboxylative coupling of cinnamic acids with vinyl bromides under palladium catalysis
Yamashita, Mana,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
scheme or table, p. 592 - 595 (2010/05/17)
[Chemical equation presented] Readily available cinnamic acid derivatives such as ferullc acid couple with β-bromostyrenes and 1-bromo-4- phenylbutadiene under palladium catalysis accompanied by decarboxylation to produce the corresponding α,β-diarylbutad
Observation of a non-conventional Horner-Wadsworth-Emmons olefination product and the effect of the lateral ethyl substitution on the solid state fluorescence
Davis, Riju,Abraham, Shibu,Rath, Nigam P.,Das, Suresh
, p. 1368 - 1372 (2007/10/03)
Donor-acceptor-substituted diphenylbutadienes, namely 1-(p-methoxyphenyl)- 4-(p-cyanophenyl)buta-1E, 3E-diene (MCB) and 1-(p-N,N-dimethylaminophenyl)-4-(p- cyanophenyl)buta-1E,3,E-diene (ACB) exhibit fluorescence properties in their solid that are distinctly different from their fluorescence in solution. The red-shifted absorption and emission spectra observed in the solid state are attributed to the formation of J aggregates. Preparation of these derivatives via a Horner-Wadsworth-Emmons reaction, wherein the phosphonate obtained by treating p-cyanobenzyl bromide with triethyl phosphite was condensed with corresponding cinnamaldehydes, also yielded the non-conventional olefination products 1-(p-methoxyphenyl)-4-(p-cyanophenyl)-4-(ethyl)buta-1E,3E-diene (MCBE) and 1-(p-N, N-dimethylaminophenyl)-4-(p-cyanophenyl)-4-(ethyl)buta-1E,3E-diene (ACBE), which bear an ethyl group substituent on their butadiene chain. The formation of these products suggests a base-catalyzed 1,3-migration of an ethyl group from an oxygen center to the benzylic position in the initially formed phosphonate. The presence of the ethyl group in an otherwise planar molecule was observed to significantly hinder aggregation in the solid state, resulting in molecule-like fluorescence even in their bulk state.
Excited state properties of α,ω-diphenylpolyenes: Photophysical and photochemical studies of donor-acceptor diarylbutadienes
Singh, Anil K.,Mahalaxmi, Ganapati R.
, p. 387 - 396 (2007/10/03)
α,ω-Diphenylpolyenes have attracted a great deal of attention as models of retinyl polyenes that are related to natural photoreceptors involved in energy and sensory phototransductions. Of particular interest have been the topics of their excited state el
