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Tetrathienylethylenes, a New Class of Electron Donors—Dications Twisted by 90° Stabilized by Formation of Polymethine Units
Author(s) -
Suzuki Takanori,
Shiohara Hiroaki,
Monobe Masayuki,
Sakimura Tomoo,
Tanaka Shoji,
Yamashita Yoshiro,
Miyashi Tsutomu
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199204551
Subject(s) - dication , chemistry , delocalized electron , electrochemistry , photochemistry , decomposition , electron , ion , crystallography , organic chemistry , electrode , physics , quantum mechanics
With a 90° twist between the two halves, dication 1 2+ is the first ethylene dication with the maximum distortion possible. The stabilization of the positive charge is achieved in the separate halves of the dication by delocalization over polymethine units. 1 2+ , whose ClO   4 −salt melts at about 170°C with decomposition, is obtained from the electrochemical oxidation of 1 . The structure of neutral 1 differs substantially from that of its dication.

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