Angewandte Chemie International Edition · 2015 · 77 citations · 32 references
Natural SciencesChemistryMedicinal ChemistryGreen ChemistryOptical MaterialsOrganic ChemistryHeterocyclic ChemistryPhotochemical SynthesisPhotochemistryChromophore DesignChromophore FormationClick ChemistryClick Chemistry FunctionalizationPhotochemical CycloadditionPhotochemical Functionalization
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.
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Visible‐Light Photoredox Catalysis
Jun Xuan, Wen‐Jing Xiao · Angewandte Chemie International Edition · 2012 · 2.2K citations
Stefano Burattini, Barnaby W. Greenland, Daniel Hermida‐Merino et al. · Journal of the American Chemical Society · 2010 · 920 citations
Natural Sciences, Materials Engineering, Materials Science +17