Octafunctionalized Biphenylenes: Molecular Precursors for Isomeric Graphene Nanostructures1. Issue 6 (13th January 2014)

• Record Type: Journal Article
• Authors: Schlütter, Florian; Nishiuchi, Tomohiko; Enkelmann, Volker; Müllen, Klaus
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 6(2014)
• Page Start: 1538
• Page End: 1542
• Publication Date: 2014-01-13
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201309324
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A straightforward method for the octafunctionalization of biphenylene based on the [2+2]‐cycloaddition of an aryne intermediate has been developed. This enabled a "North–South" extension of biphenylene towards isomeric graphene nanoribbons composed of four‐, six‐, and eight‐membered rings. This procedure furthermore allowed an "East–West" expansion to [<italic>n</italic>]phenylenes with different lengths. For the fabrication of isomeric nanongraphenes, octaarylbiphenylenes decorated with phenyl, pyrenyl, and thieno substituents were prepared. The subsequent oxidative cyclodehydrogenation provided an expanded helicene as a model compound.</p> </abstract>