Laboratory of Synthetic and Structural Organic Chemistry

An isolable silicon analogue of a ketone: a hitherto elusive unperturbed Si=O double bond

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.

Laboratory of Synthetic and Structural Organic Chemistry

R. Kobayashi, S. Ishida, T. Iwamoto
Angew. Chem. Int. Ed. 2019, 58, 9425–9428.
DOI: 10.1002/anie.201905198
論文URL:https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201905198
表紙URL:https://onlinelibrary.wiley.com/doi/10.1002/anie.201906778

Laboratory of Synthetic and Structural Organic Chemistry

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