Zinc-Catalyzed Synthesis of Allylsilanes by Si−H Bond Insertion of Vinyl Carbenoids Generated from Cyclopropenes |
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Authors: | Sergio Mata Dr Luis A López Dr Rubén Vicente |
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Institution: | Departamento de Química Orgánica e Inorgánica e Instituto Universitario de Química Organometálica “Enrique Moles”, Universidad de Oviedo, c/Julián Clavería 8, 33006 Oviedo, Spain |
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Abstract: | Allylsilanes have long been recognized as valuable building blocks for organic synthesis. A zinc-catalyzed reaction of cyclopropenes and hydrosilanes provides a convenient route to these versatile unsaturated organosilanes. In this transformation, ZnBr2 serves as an efficient catalyst, allowing the generation of a zinc vinyl carbenoid intermediate, which is subsequently involved in a Si−H bond insertion. The process shows broad scope, and is amenable to substituted and functionalized cyclopropenes or the functionalization of polysiloxanes. Moreover, zinc-catalyzed carbene insertion into a Ge−H bond is reported for the first time. |
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Keywords: | carbenes cyclopropenes Si-H bond functionalization silanes zinc catalysis |
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