184355-40-6Relevant academic research and scientific papers
C-H arylation of 3-substituted thiophene with regioselective deprotonation by tmpMgCl·LiCl and transition metal catalyzed cross coupling
Tanaka, Shota,Tamba, Shunsuke,Sugie, Atsushi,Mori, Atsunori
, p. 255 - 266 (2013/08/23)
The reaction of 3-hexylthiophene with Knochel-Hauser base (TMPMgCl·LiCl) induced the metalation at the 5-position of the thiophene ring selectively. Following addition of several aryl halides in the presence of a nickel or palladium catalyst afforded regi
Selective protodeboronation: synthesis of 4-methyl-2-thiopheneboronic anhydride and demonstration of its utility in Suzuki-Miyaura reactions
Klingensmith, Liane M.,Bio, Matthew M.,Moniz, George A.
, p. 8242 - 8245 (2008/03/14)
An efficient synthesis of 4-methyl-2-thiopheneboronic anhydride is reported. Regioselective lithiation of 3-methylthiophene followed by reaction with triisopropylborate and hydrolysis provides a 92:8 ratio of 4-methyl-2-thiopheneboronic acid (1) and regio
Substituent effect on the photochromic reactivity of bis(2-thienyl)perfluorocyclopentenes
Uchida, Kingo,Matsuoka, Toyokazu,Kobatake, Seiya,Yamaguchi, Tadatsugu,Irie, Masahiro
, p. 4559 - 4565 (2007/10/03)
Substituent effect on the photochromic reactivity of bis(2-thienyl)perfluorocyclopentenes was examined. Introduction of phenyl groups having electron-donating substituents on the para-position of the phenyl ring to the 5-position of the thiophene rings shifted the absorption bands of the open-ring isomers to longer wavelengths and reduced the quantum yield of the cyclization reactions. The substitution with p-(N,N-diethylamino)phenyl groups prohibited the cyclization reaction. The absorption spectra of the closed-ring isomers were not influenced by the substitution.
