Visible-light-induced click chemistry

Mueller, Jan O., Schmidt, Friedrich G., Blinco, James P., & Barner-Kowollik, Christopher (2015) Visible-light-induced click chemistry. Angewandte Chemie (International Edition), 54(35), pp. 10284-10288.

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Abstract

A rapid and catalyst-free cycloaddition system for visible-light-induced click chemistry is reported. A readily accessible photoreactive 2H-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.

Impact and interest:

2 citations in Scopus
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4 citations in Web of Science®

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ID Code: 87951
Item Type: Journal Article
Refereed: Yes
Keywords: azirine;click chemistry;photochemistry;polymer ligation;visible light
DOI: 10.1002/anie.201504716
ISSN: 1433-7851
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 01 Oct 2015 04:49
Last Modified: 30 Aug 2016 03:00

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