Formation of N-Heterocyclic Carbene鈥揃oryl Radicals through Electrochemical and Photochemical Cleavage of the B鈥揝 bond in N-Heterocyclic Carbene鈥揃oryl Sulfides

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• 作者：Sofia Telitel ; Anne-Laure Vallet ; St茅phane Schweizer ; Bernard Delpech ; Nicolas Blanchard ; Fabrice Morlet-Savary ; Bernadette Graff ; Dennis P. Curran ; Marc Robert ; Emmanuel Lac么te ; Jacques Lalev茅e
• 刊名：Journal of the American Chemical Society
• 出版年：2013
• 出版时间：November 13, 2013
• 年：2013
• 卷：135
• 期：45
• 页码：16938-16947
• 全文大小：581K
• 年卷期：v.135,no.45(November 13, 2013)
• ISSN：1520-5126

文摘

The B鈥揝 bond in N-heterocyclic carbene (NHC)鈥揵oryl sulfides can be cleaved homolytically to NHC鈥揵oryl or NHC鈥搕hioboryl and thiyl radicals using light, either directly around 300 nm or with a sensitizer at a longer wavelength (>340 nm). In contrast, the electrochemical reductive cleavage of the B鈥揝 bond is difficult. This easy photolytic cleavage makes the NHC鈥揵oryl sulfides good type I photopolymerization initiators for the polymerization of acrylates under air.