3,3′:4,4′-Bis(thieno[2,3-b]thiophene): A Novel Fused Heteroarene


  • This work was supported in part by a grant-in-aid from the Ministry of Education, Science, and Culture, Japan.


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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).