Cyclopentannulation and cyclodehydrogenation of isomerically pure 5, 11-dibromo-anthradithiophenes leading to contorted aromatics. Issue 100 (30th November 2018)

• Record Type: Journal Article
• Authors: Bheemireddy, Sambasiva R.; Hussain, Waseem A.; Uddin, Ain; Du, Yachu; Hautzinger, Matthew P.; Kevorkian, Paul V.; Petrie, Frankie A.; Plunkett, Kyle N.
• Is Part Of: Chemical communications. Volume 54:Issue 100(2018)
• Page Start: 14140
• Page End: 14143
• Publication Date: 2018-11-30
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc07327a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Isomerically pure 5, 11-dibromo-ADT was used to create contorted aromatics with large splay angles, low band gaps, and low LUMOs. 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.