Strain-Promoted Cycloaddition of Cyclopropenes with o-Quinones: A Rapid Click Reaction

Digvijay Gahtory, Rickdeb Sen, Andriy R. Kuzmyn, Jorge Escorihuela, Han Zuilhof*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

21 Citations (Scopus)

Abstract

Novel click reactions are of continued interest in fields as diverse as bio-conjugation, polymer science and surface chemistry. Qualification as a proper "click" reaction requires stringent criteria, including fast kinetics and high conversion, to be met. Herein, we report a novel strain-promoted cycloaddition between cyclopropenes and o-quinones in solution and on a surface. We demonstrate the "click character" of the reaction in solution and on surfaces for both monolayer and polymer brush functionalization.
Original languageEnglish
Pages (from-to)10118-10122
JournalAngewandte Chemie - International Edition
Volume57
Issue number32
Early online date1 Jan 2018
DOIs
Publication statusPublished - 6 Aug 2018

Keywords

  • Kinetics
  • Mass spectrometry
  • Metal-free click reactions
  • Monolayers
  • Polymer brushes

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