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Rapid and Complete Surface Modification with Strain‐Promoted Oxidation‐Controlled Cyclooctyne‐1,2‐Quinone Cycloaddition (SPOCQ)
Author(s) -
Sen Rickdeb,
Escorihuela Jorge,
van Delft Floris,
Zuilhof Han
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201612037
Subject(s) - cycloaddition , quinone , chemistry , kinetics , strain (injury) , bicyclic molecule , mass spectrometry , stereochemistry , catalysis , organic chemistry , chromatography , biology , anatomy , physics , quantum mechanics
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.