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Updated: Feb 1, 2026

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Published on: June 23, 2021
Cyclopentannulation and cyclodehydrogenation of isomerically pure 5,11-dibromo-anthradithiophenes leading to
Sambasiva R Bheemireddy1, Waseem A Hussain, Ain Uddin
1Department of Chemistry and Biochemistry, Southern Illinois University, Carbondale, IL 62901, USA. kplunkett@chem.siu.edu.
Abstract:
Isomerically pure 5,11-dibromo-2,8-dihexylanthra[2,3-b:76-b']dithiophene, a brominated analog of anthracenedithiophene (ADT), was prepared and utilized for a palladium catalyzed cyclopentannulation reaction with 3,3'-dimethoxy-phenylacetylene to give cyclopentannulated ADT (CP-ADTs). A further Scholl cyclodehydrogenation reaction gave contorted aromatics with large splay angles, low optical gaps, and low LUMOs.
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