67309-70-0Relevant academic research and scientific papers
Direct CC Triple Bond Formation from the C=C Double Bond and Direct Hydroxylation into the o-Position of a Nitro Group on the Benzene Nucleus with Potassium t-Butoxide in N,N-DImethylformamide in the Air
Akiyama, Shuzo,Tajima, Kunihiko,Nakatsuji, Shin'ichi,Nakashima, Kenichiro,Abiru, Kazuko,Watanabe, Miwa
, p. 2043 - 2052 (1995)
A novel and facile method for direct CC acetylenic bond formation from the C=C double bond by treatment with potassium t-butoxide (t-BuOK) in N,N-dimethylformamide in the air has been found in a 9,10-bis(4-substituted styryl)anthracene series, in 4-substituted 4'-nitrostilbene series, and in 1-(p-nitrophenyl)-4-(p-substituted phenyl)-1,3-butadiene series; its scope and limitations have been examined.The ESR spectrum of the reaction against 4-diethylamino-4'-nitrostilbene was measured to identify an anion radical specied expected for explanation of the mechanism of the dehydrogention reaction.Further, cyclic voltammetric measurements of a series of stilbenes and diphenylacetylenes were carried out in connection with the abovw mechanism.In many cases, interestingly, the use of a large excess of t-BuOH brought about succeeding hydroxylation into the ortho-position of a nitro group on the benzene nucleus.The simple hydroxylation is useful for the synthesis of substituted 5-(arylethynyl)-2-nitrophenols, which are expected to function as non-linear optical materials with the corresponding non-hydroxy compounds.The ultraviolet-visible and fluorescence spectral properties were measured and discussed also with those of the related compounds.
Nonlinear optical properties of diaromatic stilbene, butadiene and thiophene derivatives
Kukkonen, Esa,Lahtinen, Elmeri,Myllyperki?, Pasi,Haukka, Matti,Konu, Jari
, p. 6640 - 6650 (2021/04/22)
Series of highly polar stilbene (1a-e), diphenylbutadiene (2a-c) and phenylethenylthiophene (3a-c) derivatives were preparedviaHorner-Wadsworth-Emmons method with a view to produce new and efficient materials for second harmonic generation (SHG) in the so
Oxidative cross-coupling of vinylsilanes in water
Cicco, Stefania R.,Martinelli, Carmela,Pinto, Vita,Naso, Francesco,Farinola, Gianluca M.
, p. 15 - 20 (2013/06/27)
Palladium-promoted cross-dimerization reaction of alkenylsilanes is reported for the first time, which is also one of the very first studies on oxidative cross-coupling between vinylic organometallic reagents. The reaction occurs at room temperature in aqueous micelles and represents a convenient access to all-trans push-pull butadienes.
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
Solvatochromic Behavior of Intramolecular Charge-Transfer Diphenylpolyenes in Homogeneous Solution and Microheterogeneous Media
Shin, Dong Myung,Whitten, David G.
, p. 2945 - 2956 (2007/10/02)
A study of the solvatochromic behavior of three charge-transfer polyenes - 4-(N,N-dimethylamino)-4'-nitrostilbene (NNS), 1-(p-(N,N-diphenylamino)phenyl)-4-(p-nitrophenyl)-1,3-butadiene (NND), and 1-(p-(N,N-dimethylamino)phenyl)-6-(p-nitrophenyl)-1,3,5-hex
