- MECHANISM OF THE ELECTROCHEMICAL REDUCTION OF 2-HALO-5-NITROTHIOPHENES IN DIMETHYLFORMAMIDE
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The reduction of 2-bromo-5-nitrothiophene and 2-iodo-5-nitrothiophene in dimethylformamide (DMF) was studied by means of classical and commutated polarography, EPR spectroscopy, a rotating platinum disk electrode with a ring, and preparative electrolysis.It was established that, depending on the nature of the halogen, their anion radicals may undergo further reduction to 2-nitrothiophene anion radicals or decomposition with splitting out of a halide anion and conversion to nitrothienyl radicals, which were identified on the ring electrode.The latter are capable of undergoing dimerization to 2,2'-dinitro-5,5'-dithienyl.The spectra of the anion radicals of 2-nitrothiophene and 2,2'-dinitro-5,5'dithienyl were recorded by means of EPR.A mechanism for the reduction of halonitrothiophenes is proposed.
- Sosonkin, I. M.,Strogov, G. N.,Ponomareva, T. K.,Domarev, A. N.,Glushkova, A. A.,Freidlin, G. N.
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- A convenient catalytic route to symmetrical functionalized bithiophenes
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A series of symmetrical functionalized bithiophenes has been synthesized in good to excellent yields via homocoupling of thiophene halides in the presence of Pd(OAc)2 as a catalyst.
- Hassan, Jwanro,Lavenot, Laurence,Gozzi, Christel,Lemaire, Marc
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p. 857 - 858
(2007/10/03)
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