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3,3′:4,4′‐Bis(thieno[2,3‐ b ]thiophene): A Novel Fused Heteroarene
Author(s) -
Kono Yasuhiro,
Miyamoto Hisakazu,
Aso Yoshio,
Otsubo Tetsuo,
Ogura Fumio,
Tanaka Takanori,
Sawada Masami
Publication year - 1989
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.198912221
Subject(s) - thiophene , yield (engineering) , chemistry , planar , iodine , conductive polymer , combinatorial chemistry , polymer , polymer chemistry , materials science , medicinal chemistry , organic chemistry , metallurgy , computer graphics (images) , computer science
The planar, centrosymmetric compound 1 is a promising electron‐donating component for the synthesis of organic metals. Produced in up to 14 % yield by reductive dimerization of dibromothienothiophene, the compound can be reversibly oxidized electrochemically to a conducting polymer (κ = 0.06 S cm −1 ). In a 1:1 ratio with iodine it also forms a conducting complex (0.11 S cm −1 ).