78604-61-2Relevant academic research and scientific papers
Photocyclization and photooxidation of 3-styrylthiophene
Song, Kai,Wu, Li-Zhu,Yang, Chun-He,Tung, Chen-Ho
, p. 1951 - 1954 (2000)
The photocyclization, dye-sensitized photooxidation and auto- photooxidation of 3-styrylthiophene have been examined, cis-3-Styrylthiophene undergoes photochemical cis-trans isomerization and cyclization to dihydronaphtho-[1,2-b]thiophene. The quantum efficiency for photocyclization in nonpolar solvents is greater than that in polar solvents. Dye-sensitized photooxidation of 3-styrylthiophene gives benzaldehyde and 3- thiophenecarboxaldehyde. This oxidation proceeds via a superoxide radical anion pathway rather than singlet oxygen pathway. In the presence of oxygen photoirradiation of 3-styrylthiophene solution results in photocyclization, oxidation and dimerization. The mechanism of the latter two reactions was described in terms of formation of a charge transfer complex between oxygen and the substrate. (C) 2000 Elsevier Science Ltd.
The addition of simple aromatic hydrocarbons to condensed aromatic thiophenes promoted by aluminum chloride. Part II. Naphthothiophene
Clark, Peter David,McKinnon, David M.
, p. 1297 - 1302 (2007/10/02)
The reaction of naphthothiophene with an aromatic hydrocarbon in the presence of aluminum chloride at 20 deg C gave either a 3-aryl-2,3-dihydronaphthothiophene by addition to the 2,3-bond or 2,3-dihydronaphthothiophene as a result of hydride abstraction.Occasionally 2-aryl-2,3-dihydronaphthothiophenes were obtained.At higher temperatures 2-arylnaphthothiophenes and 2,3-dihydronaphthothiophene were isolated.Attempts are made to rationalize the formation of these products in terms of protonation of naphthothiophene by moist aluminum chloride and reaction of the resulting electrophile with an aromatic substrate.
