Capturing the Monomeric (L)CuH in NHC‐Capped Cyclodextrin: Cavity‐Controlled Chemoselective Hydrosilylation of α,β‐Unsaturated Ketones |
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| Authors: | Guangcan Xu Sbastien Leloux Pinglu Zhang Jorge Meijide Surez Yongmin Zhang Etienne Derat Mickaël Mnand Olivia Bistri‐Aslanoff Sylvain Roland Tom Leyssens Olivier Riant Matthieu Sollogoub |
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| Institution: | Guangcan Xu,Sébastien Leloux,Pinglu Zhang,Jorge Meijide Suárez,Yongmin Zhang,Etienne Derat,Mickaël Ménand,Olivia Bistri‐Aslanoff,Sylvain Roland,Tom Leyssens,Olivier Riant,Matthieu Sollogoub |
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| Abstract: | The encapsulation of copper inside a cyclodextrin capped with an N‐heterocyclic carbene (ICyD) allowed both to catch the elusive monomeric (L)CuH and a cavity‐controlled chemoselective copper‐catalyzed hydrosilylation of α,β‐unsaturated ketones. Remarkably, (α‐ICyD)CuCl promoted the 1,2‐addition exclusively, while (β‐ICyD)CuCl produced the fully reduced product. The chemoselectivity is controlled by the size of the cavity and weak interactions between the substrate and internal C?H bonds of the cyclodextrin. |
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| Keywords: | cavities copper hydride cyclodextrins hydrosilylation N-heterocyclic carbenes α β -unsaturated ketones |
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