The
pursuit of a powerful strategy to enable chemoselective transfer
hydrogenation reaction of quinolines to their corresponding tetrahydroquinolines
is of great significance, but it remains a challenge. Herein, we have
realized heterogeneous photocatalytic chemoselective transfer hydrogenation
reaction of quinolines to their corresponding tetrahydroquinolines
over the developed hierarchical NiO/In2O3–CdS
microspheres with high activity and selectivity under visible light
irradiation and mild conditions, in which benzyl alcohol serves as
a hydrogen donor to replace high-pressure flammable molecular hydrogen.
More interestingly, the experimental and theoretical calculation results
confirm that NiO acts as active sites for this photocatalytic transfer
hydrogenation reaction, and it adsorbs and activates benzyl alcohol
far more effectively than the metallic Ni. It breaks through the traditional
concept that the metallic Ni serves as photocatalytically active sites
for the effective activation of benzyl alcohol. This work not only
presents an efficient strategy for the production of tetrahydroquinolines
via heterogeneous photocatalytic chemoselective transfer hydrogenation
reaction of quinolines but also paves a way for designing other heterogeneous
photocatalytic systems toward chemoselective transfer hydrogenation
reaction of diverse N-heterocycles.