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Visible‐Light‐Induced Click Chemistry
Author(s) -
Mueller Jan O.,
Schmidt Friedrich G.,
Blinco James P.,
BarnerKowollik Christopher
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201504716
Subject(s) - cycloaddition , chromophore , moiety , photochemistry , click chemistry , irradiation , azirine , chemistry , combinatorial chemistry , visible spectrum , catalysis , optoelectronics , materials science , organic chemistry , ring (chemistry) , physics , nuclear physics
A rapid and catalyst‐free cycloaddition system for visible‐light‐induced click chemistry is reported. A readily accessible photoreactive 2 H ‐azirine moiety was designed to absorb light at wavelengths above 400 nm. Irradiation with low‐energy light sources thus enables efficient small‐molecule synthesis with a diverse range of multiple‐bond‐containing compounds. Moreover, in order to demonstrate the efficiency of the current approach, quantitative ligation of the photoactivatable chromophore with functional polymeric substrates was performed and full conversion with irradiation times of only 1 min at ambient conditions was achieved. The current report thus presents a highly efficient method for applications involving selective cycloaddition to electron‐deficient multiple‐bond‐containing materials.