摘要
Herein,we present a new strategy that for the first time achieved chemo- and enantio-selective hydrogenation of alkenes over arylhalides.Key to the success is that instead of using external poisons,we use the composition of the bimetallic nanocrystal catalysts to control chemoselectivity (hydrogenation of C=C bonds without cleavage of Ar-X bonds).We further show that this system combined with surface modifying chiral ligands can control the enantioselectivity.Thus,after synthesizing and screening a series of easily accessible MxAuy (M = Pd,Pt;x,y= 1,3,5) bimetallic nanocrystals (9-10 nm) supported on activated carbon,we identified that PtiAui/C is a recyclable and generally applicable catalyst for the chemoselective hydrogenation of alkenes without cleaving aryl halogen bonds.Furthermore,cinchonidine modified Pt,Aui/C is shown to be capable of enantioselective hydrogenation,as illustrated by the rapid and enantio-enriched synthesis of RIP1 inhibitor analogue 7-Br-O-Necl.
基金
the National Key R&D Program of China (No.2017YFA0505200)
the National Natural Science Foundation of China (Nos.21625104 and 21521091).
