67309-70-0Relevant articles and documents
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.
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.
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