Rapid and Complete Surface Modification with Strain-Promoted Oxidation-Controlled Cyclooctyne-1,2-Quinone Cycloaddition (SPOCQ)

Rickdeb Sen, Jorge Escorihuela Fuentes, Floris van Delft, Han Zuilhof*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

16 Citations (Scopus)

Abstract

Strain-promoted oxidation-controlled cyclooctyne-1,2-quinone cycloaddition (SPOCQ) between functionalized bicyclo[6.1.0]non-4-yne (BCN) and surface-bound quinones revealed an unprecedented 100% conjugation efficiency. In addition, monitoring by direct analysis in real time mass spectrometry (DART-MS) revealed the underlying kinetics and activation parameters of this immobilization process in dependence on its microenvironment.

Original languageEnglish
Pages (from-to)3299-3303
JournalAngewandte Chemie-International Edition
Volume56
Issue number12
DOIs
Publication statusPublished - 2017

Keywords

  • Cyclooctynes
  • Kinetics
  • Mass spectrometry
  • Metal-free click chemistry
  • Surface chemistry

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