Octafunctionalized biphenylenes: molecular precursors for isomeric graphene nanostructures.


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 [n]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.

DOI: 10.1002/anie.201309324

Cite this paper

@article{Schltter2014OctafunctionalizedBM, title={Octafunctionalized biphenylenes: molecular precursors for isomeric graphene nanostructures.}, author={Florian Schl{\"{u}tter and Tomohiko Nishiuchi and Volker Enkelmann and Klaus M{\"{u}llen}, journal={Angewandte Chemie}, year={2014}, volume={53 6}, pages={1538-42} }