1337877-58-3Relevant 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
Synthesis of well-defined head-to-tail-type oligothiophenes by regioselective deprotonation of 3-substituted thiophenes and nickel-catalyzed cross-coupling reaction
Tanaka, Shota,Tamba, Shunsuke,Tanaka, Daiki,Sugie, Atsushi,Mori, Atsunori
supporting information; experimental part, p. 16734 - 16737 (2011/12/14)
Iterative growth of thiophene oligomers by single-step extensions has been realized by regioselective metalation of 3-substituted thiophenes with the Knochel-Hauser base (TMPMgCl·LiCl) and coupling with bromothiophene using a nickel catalyst. Treatment of 3-hexylthiophene with TMPMgCl·LiCl induces metalation at the 5-position selectively. Subsequent addition of 2-bromo-3-hexylthiophene and a nickel catalyst leads to the corresponding bithiophene. The obtained bithiophene is converted to the terthiophene and then to the quaterthiophene by repeating the similar protocol. A concise synthesis of MK-1 and MK-2, which are organic dye molecules bearing an oligothiophene moiety that are used in photovoltaic cells, has been achieved.
