CsPbBr3 Perovskite Nanocrystals for Photocatalytic [3+2] Cycloaddition

被引:9
|
作者
Lin, Yixiong [1 ]
Yan, Yong [1 ]
机构
[1] San Diego State Univ, Dept Chem & Biochem, 5500 Campanile Dr, San Diego, CA 92182 USA
关键词
bromine radicals; perovskites; 3+2] cycloaddition; heterogeneous photocatalysis; photoredox; LEAD HALIDE PEROVSKITES; LIGHT-EMITTING-DIODES; ANION-EXCHANGE; CSPBX3; X; CATALYSIS; BROMINE; EFFICIENT; BR; CL; PHOTOLUMINESCENCE;
D O I
10.1002/cssc.202301060
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Visible-light-induced halide-exchange between halide perovskite and organohalide solvents has been studied in which photoinduced electron transfer from CsPbBr3 nanocrystals (NCs) to dihalomethane solvent molecules produces halide anions via reductive dissociation, followed by a spontaneous anion-exchange. Photogenerated holes in this process are less focused. Here, for CsPbBr3 in dibromomethane (DBM), we discover that Br radical (Br*) is a key intermediate resulting from the hole oxidation. We successfully trapped Br* with reported methods and found that Br* is continuously generated in DBM under visible light irradiation, hence imperative for catalytic reaction design. Continuous Br-& sdot; formation within this halide-exchange process is active for photocatalytic [3+2] cycloaddition for vinylcyclopentane synthesis, a privileged scaffold in medicinal chemistry, with good yield and rationalized diastereoselectivity. The NC photocatalyst is highly recyclable due to Br-based self-healing, leading to a particularly economic and neat heterogeneous reaction where the solvent DBM also acts as a co-catalyst in perovskite photocatalysis. Halide perovskites, notable for efficient solar energy conversion, are demonstrated as exceptional photocatalysts for Br radical-mediated [3+2] cycloaddition. We envisage such perovskite-induced Br radical strategy may serve as a powerful chemical tool for developing valuable halogen radical-involved reactions.
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页数:8
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