4.8 Article

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

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 32, Pages 10118-10122

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201800937

Keywords

kinetics; mass spectrometry; metal-free click reactions; monolayers; polymer brushes

Funding

  1. NanoNextNL (program 5A)
  2. NWO (ECHO project) [712.012.006]

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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.

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