期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 27, 页码 8297-8300出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201804124
关键词
3D chemical space; arene hydrogenation; cycloalkanes; heterocycles; silicon
资金
- Studienstiftung des Deutschen Volkes
- Deutsche Forschungsgemeinschaft
We report a method to convert readily available silylated arenes into silylated saturated carbo- and heterocycles by arene hydrogenation. The scope includes alkoxy- and halosilyl substituents. Silyl groups can be derivatized into a plethora of functionalities and find application in organic synthesis, materials science, and pharmaceutical, agrochemical, and fragrance research. However, silylated saturated (hetero- ) cycles are difficult to access with current technologies. The yield of the hydrogenation depends on the amount of the silica gel additive. This silica effect also enables a significant improvement of a previously disclosed method for the hydrogenation of highly fluorinated arenes (e.g., to all-cis-C6H6F6).
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