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Functional-Group Tolerance in Frustrated Lewis Pairs: Hydrogenation of Nitroolefins and Acrylates

Authors


  • The Landesgraduiertenförderung Baden-Württemberg and the Fonds der Chemischen Industrie are acknowledged by L.G. and J.P. for financial support. We thank Prof. S. Bräse for his kind support, Prof. F. Breher and Dipl.-Chem. E. Moos for the collection of crystallographic data, and Dr. C. Muhle-Goll for NMR experiments.

Abstract

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Weak Lewis acid for high nucleophilicity: Hydridoborate derived from B(2,6-F2C6H3)3 shows significant hydride character. Solid-state and solution structure analysis revealed a dihydrogen-bonded aggregate. The new frustrated Lewis pair was applied in the hydrogenation of nitroolefins and acrylates (see scheme; EWG=electron-withdrawing group). The decreased Lewis acidity provides higher reactivity and functional-group tolerance.

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