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4,7‐Dimethyl‐4,7‐dihydro[1,2,5]thiadiazolo‐[3,4‐ b ]pyrazine, a Novel Electron Donor with a 12π‐Electron Ring System
Author(s) -
Yamashita Yoshiro,
Eguchi Junko,
Suzuki Takanori,
Kabuto Chizuko,
Miyashi Tsutomu,
Tanaka Shoji
Publication year - 1990
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.199006431
Subject(s) - pyrazine , ring (chemistry) , electron acceptor , chemistry , electron , electron transfer , iodide , trapping , electron donor , photochemistry , medicinal chemistry , stereochemistry , inorganic chemistry , organic chemistry , physics , catalysis , ecology , quantum mechanics , biology
A very low first oxidation potential (0.15 V vs SCE) characterizes the 12π‐electron title compound 1 , which is formed by reduction of the corresponding 14π‐electron system with potassium and trapping of the dianion with methyl iodide. Reaction of 1 with the electron acceptor 2 affords conducting charge‐transfer complexes (σ = 5.6 × 10 −2 S cm −1 ).

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