4.8 Article

Planar β-linked oligothiophenes based on thieno[3,2-b]thiophene and dithieno[3,2-b:2′,3′-d]thiophene fused units

Journal

ORGANIC LETTERS
Volume 9, Issue 6, Pages 1005-1008

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0630393

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A series of planar beta-linked oligothiophenes based on thieno [3,2-b]thiophene and dithieno[3,2-b:'2,3'-d]thiophene fused units were synthesized. The optical data indicate a blue shift of the absorption maximum in comparison to the alpha-linked analogues due to cross-conjugation between fused rings. The crystal structures of 3,3'-bi(thieno[3,2-b]thiophene) and 3,3'; 6', 3-ter(thieno-[3,2-b]thiophene) reveal edge-to-face pi-stacked dimer motifs, whereas the crystal structure of 3,3'-bis(dithieno[3,2- b:2',3'-d] thiophene) consists of face-to-face pi-stacked molecules.

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