Taming the Silylium Ion for Low-Temperature Diels–Alder Reactions


  • H.F.T.K. thanks the International Research Training Group Münster-Nagoya (GRK 1143 of the Deutsche Forschungsgemeinschaft) for a predoctoral fellowship (2007–2010).


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Some like it hot: A novel silicon-based Lewis acid having a trivalent silicon cation stabilized by an electron-rich transition metal as the “hot” Lewis acidic site catalyzes challenging Diels–Alder reactions at low temperatures with excellent reaction rates and selectivities (see scheme). In addition to the chemical stability of the silylium ion catalyst (in CH2Cl2), the potential of these reactive compounds is also discussed.