Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470, Mülheim an der Ruhr, Germany.
Angew Chem Int Ed Engl. 2017 Sep 18;56(39):11981-11985. doi: 10.1002/anie.201706631. Epub 2017 Aug 15.
A palladium-catalyzed C(sp )-C(sp ) Suzuki-Miyaura cross-coupling of aryl boronic acids and α-(trifluoromethyl)benzyl tosylates is reported. A readily available, air-stable palladium catalyst was employed to access a wide range of functionalized 1,1-diaryl-2,2,2-trifluoroethanes. Enantioenriched α-(trifluoromethyl)benzyl tosylates were found to undergo cross-coupling to give the corresponding enantioenriched cross-coupled products with an overall inversion in configuration. The crucial role of the CF group in promoting this transformation is demonstrated by comparison with non-fluorinated derivatives.
报道了钯催化的芳基硼酸和α-(三氟甲基)苄基对甲苯磺酸酯的 C(sp )-C(sp ) Suzuki-Miyaura 交叉偶联反应。使用易得的、空气稳定的钯催化剂可以获得广泛的功能化的 1,1-二芳基-2,2,2-三氟乙烷。手性富集的α-(三氟甲基)苄基对甲苯磺酸酯可以进行交叉偶联，得到相应的对映体富集的交叉偶联产物，构型整体反转。通过与非氟化衍生物的比较，证明了 CF 基团在促进这种转化中的关键作用。
