Self-Assembly Can Direct Dynamic Covalent Bond Formation Towards Diversity or Specificity

David Komaromy, Marc C A Stuart, Guillermo Monréal Santiago, Meniz Tezcan, Victor V Krasnikov, Sijbren Otto

Research output: Contribution to journalArticleAcademicpeer-review

34 Citations (Scopus)
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Abstract

With the advent of reversible covalent chemistry the study of the interplay between covalent bond formation and non-covalent interactions has become increasingly relevant. Here we report that the interplay between reversible disulfide chemistry and self-assembly can give rise either to molecular diversity, i.e. the emergence of a unprecedentedly large range of macrocycles or to molecular specificity, i.e. the autocatalytic emergence of a single species. The two phenomena are the result of two different modes of self-assembly, demonstrating that control over self-assembly pathways can enable control over covalent bond formation.

Original languageEnglish
Pages (from-to)6234-6241
JournalJournal of the American Chemical Society
Volume139
Issue number17
Early online date11-Apr-2017
DOIs
Publication statusPublished - 3-May-2017

Keywords

  • self-assembly
  • covalent bonds
  • diversity
  • specificity
  • non-covalent interactions
  • COMBINATORIAL LIBRARIES
  • MORPHOLOGICAL TRANSFORMATION
  • SUPRAMOLECULAR POLYMERS
  • GUEST BINDING
  • CHEMISTRY
  • AMPLIFICATION
  • SURFACTANTS
  • EMERGENCE
  • SELECTION
  • SHAPE

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