For more than 100 years, the synthesis of compounds containing a silicon–oxygen double bond (silanones) has remained highly challenging, and silicon analogues of ketones that contain an unperturbed Si=O bond have remained elusive. We report the synthesis of a kinetically stabilized isolable crystalline silicon analogue of a ketone that exhibits a three-coordinate silicon center and an unperturbed Si=O bond. The structure and reactivity of this unperturbed Si=O bond were examined by single-crystal X-ray diffraction analysis, nuclear magnetic resonance spectroscopy, theoretical calculations, and bimolecular reactions. This paper was selected as a VIP (Very Important Paper) and a front cover picture of Angewandte Chemie International Edition.
R. Kobayashi, S. Ishida, T. Iwamoto
Angew. Chem. Int. Ed. 2019, 58, 9425–9428.