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Photogeneration of N-Heterocyclic Carbenes
 

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization

Article DOI: 10.3791/58539-v • 12:19 min • November 29th, 2018
November 29th, 2018 •
1, 1, 1, 2,3, 2,3, 2,3, 4, 4
1ICGM, Université de Montpellier, CNRS, ENSCM, 2Institut de Science des Matériaux de Mulhouse (IS2M UMR 7361 CNRS), Université de Haute-Alsace, 3Université de Strasbourg, 4Laboratoire de Chimie des Polymères Organiques (LCPO UMR 5629 ENSCBP), Université de Bordeaux

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résumé
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We describe a protocol to photogenerate N-heterocyclic carbenes (NHCs) by UV irradiation of a 2-isopropylthioxanthone/imidazolium tetraphenylborate salt system. Methods to characterize the photoreleased NHC and elucidate the photochemical mechanism are proposed. The protocols for ring-opening metathesis photopolymerization in solution and miniemulsion illustrate the potential of this 2-component NHC photogenerating system.

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Photogeneration N-Heterocyclic Carbenes Application Photoinduced Ring-Opening Metathesis Polymerization Organocatalyst Ligands Reactants Glove Box Manipulation Photolatent NHC Photoactive Imidazolium Salts Bare NHC Release Photochemistry Spectrophotometric Titration Phenol Red As Titrant Photolatent Energy Photo-induced Ring-opening Metathesis Polymerization Norbornene Miniemulsion Ruthenium Precatalyst Active Catalyst In Situ 1,3-dimesitylimidazolium Chloride Sodium Tetraphenylborate
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