Ultrathin triphenylamine–perylene diimide polymer with D–A structure for photocatalytic oxidation of N-heterocycles using ambient air
Hanjie Zhang, Kunyi Yu, Zhaohui Wu, Yongfa Zhu
An ultrathin porous triphenylamine–perylene diimide (PDI) polymer photocatalyst with photooxidative ability was prepared. Triphenylamine–PDI oxidizes 1,2,3,4-tetrahydroisoquinoline to 3,4-dihydroisoquinoline with a yield of 84% and selectivity of 92% under the following conditions: room temperature, ambient air, aqueous solution and 420 nm irradiation. The yield was 62% higher than that of mesoporous g-C3N4 and 72% higher than that of self-assembled PDI. The high yield and enhanced catalytic activity of the triphenylamine–PDI were attributed to the introduction of the electron-donating triphenylamine motif into PDI, thereby forming a donor–acceptor structure, which greatly promotes the separation of photogenerated charges. In addition, the triphenylamine–PDI with high crystallinity of was conducive to fast charge transport. Triphenylamine–PDI was also applicable to other N-heterocyclic substrates. Moreover, using aqueous media and air as oxidant are consistent with green chemistry, and the photocatalyst can be recycled after the reaction.