Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo, 101-0062, Japan.
Angew Chem Int Ed Engl. 2016 Aug 22;55(35):10406-9. doi: 10.1002/anie.201604776. Epub 2016 Jun 17.
The transformation of a single C-F bond of trifluoromethylarenes bearing a hydrosilyl group at the ortho position was achieved. The activation of the hydrosilyl group with a trityl cation in the presence of nucleophiles allowed for selective C-F bond functionalization, for example, by allylation, carboxylation, or chlorination. Further derivatization of the resulting fluorosilylarenes afforded various aromatic difluoromethylene compounds.
芳基三氟甲基化合物在邻位带有硅氢键,通过该硅氢键的转化可以实现。在亲核试剂存在下,三苯甲基阳离子可以活化硅氢键,从而实现 C-F 键的选择性官能化,例如烯丙基化、羧基化或氯化。所得氟硅芳基化合物进一步衍生化,可以得到各种芳香族二氟亚甲基化合物。