• 文献标题:   Octafunctionalized Biphenylenes: Molecular Precursors for Isomeric Graphene Nanostructures
  • 文献类型:   Article
  • 作  者:   SCHLUTTER F, NISHIUCHI T, ENKELMANN V, MULLEN K
  • 作者关键词:   biphenylene, graphene, organic electronic, polycylic compound
  • 出版物名称:   ANGEWANDTE CHEMIEINTERNATIONAL EDITION
  • ISSN:   1433-7851 EI 1521-3773
  • 通讯作者地址:   Max Planck Inst Polymer Res
  • 被引频次:   42
  • DOI:   10.1002/anie.201309324
  • 出版年:   2014

▎ 摘  要

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.