Concurrent Covalent and Supramolecular Polymerization

Xisen Hou, Chenfeng Ke, Yu Zhou, Zhuang Xie, Ahmed Alngadh, Denis T. Keane, Majed S. Nassar, Youssry Y. Botros, Chad A. Mirkin, J. Fraser Stoddart*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

10 Scopus citations


Covalent and supramolecular polymerizations, both of which offer their own unique advantages, have emerged as popular strategies for making artificial materials. Herein, we describe a concurrent covalent and supramolecular polymerization strategy—namely, one which utilizes 1) a bis-azide-functionalized diazaperopyrenium dication that undergoes polymeriation covalently with a bis-alkyne-functionalized biphenyl derivative in one dimension as a result of a rapid and efficient β-cyclodextrin(CD)-accelerated, cucurbit[6]uril(CB)-templated azide–alkyne cycloaddition, while 2) the aromatic core of the dication is able to dimerize in a criss-cross fashion by dint of π–π interactions, enabling simultaneous supramolecular assembly, resulting in an extended polymer network in an orthogonal dimension.

Original languageEnglish (US)
Pages (from-to)12301-12306
Number of pages6
JournalChemistry - A European Journal
Issue number35
StatePublished - Aug 22 2016


  • azide–alkyne cycloaddition
  • pi interactions
  • polymerization
  • supramolecular chemistry

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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