Thienopentathiepine: a sulfur containing fused heterocycle for conjugated systems and their electrochemical polymerization†
Abstract
A series of conjugated building blocks based on the thieno[3,4-f][1,2,3,4,5]pentathiepine (C4S6) core has been synthesized by a new synthetic approach. The structural and optoelectronic properties of C4S6-derivatives are tuned by a judicious choice of end-capping. Chalcogenophene-capped derivatives (2d, 2e, 2f) were successfully electrochemically polymerized. The optical band gaps (Eoptg) of P1, P2 and P3 were found to be in the range of 1.7–1.8 eV. A spectroelectrochemical study of the polymers showed reversibility in the formation of singly (polaron) and doubly charged (bipolaron) species.