Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 16, Pages 4593-4597Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201612545
Keywords
boron; C-H activation; multiple bonds; silicon
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Funding
- MEXT KAKENHI [JP24109004]
- Grants-in-Aid for Scientific Research [15K13635, 25102007, 24109004, 25708004, 25102001] Funding Source: KAKEN
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Among the variety of isolable compounds with multiple bonds involving silicon, examples of compounds that contain silicon-boron double bonds ( borasilenes) still remain relatively rare. Herein, we report the synthesis of the potassium salt of a chloride adduct of borasilene 1 ([2](-)), which was obtained as an orange crystalline solid. Single-crystal X-ray diffraction analysis and reactivity studies on [2](-) confirmed the double-bond character of the Si=B bond as well as the reduced Lewis acidity, which is due to the coordination of Cl- to the boron center. A thermal reaction of [2](-) afforded a bicyclic product by formal intramolecular C-H insertion across the Si=B bond of 1, which was corroborated by a theoretical study.
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