Unexpected formation of [5]helicenes from hexaarylbenzenes containing pyrrole moieties. Issue 5 (13th April 2017)

• Record Type: Journal Article
• Authors: Ammon, Felix; Sauer, Stephanie Theresia; Lippert, Rainer; Lungerich, Dominik; Reger, David; Hampel, Frank; Jux, Norbert
• Is Part Of: Organic chemistry frontiers. Volume 4:Issue 5(2017)
• Page Start: 861
• Page End: 870
• Publication Date: 2017-04-13
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c7qo00112f
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Surprisingly helical: a pyrrolic [5]helicene embedded into a six-membered ring framework is preferred over a heterocyclic pendant of hexabenzocoronene. Abstract : A synthetic route to hexaarylbenzenes containing up to six pyrrole units was developed. These pyrrole moieties are connected to the central benzene core via their β-carbon atom. Oxidative cyclodehydrogenation of systems containing one pyrrole ring led to the formation of [5]helicenes instead of the completely fused coronene-like structure.