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Unexpected formation of [5]helicenes from hexaarylbenzenes containing pyrrole moieties

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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.

Graphical abstract: Unexpected formation of [5]helicenes from hexaarylbenzenes containing pyrrole moieties

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Publication details

The article was received on 09 Feb 2017, accepted on 22 Mar 2017 and first published on 23 Mar 2017


Article type: Research Article
DOI: 10.1039/C7QO00112F
Citation: Org. Chem. Front., 2017, Advance Article
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    Unexpected formation of [5]helicenes from hexaarylbenzenes containing pyrrole moieties

    F. Ammon, S. T. Sauer, R. Lippert, D. Lungerich, D. Reger, F. Hampel and N. Jux, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00112F

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