Quantum Dots Enable Direct Alkylation And Arylation Of Allylic C(Sp(3))-H Bonds With Hydrogen Evolution By Solar Energy

CHEM(2021)

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摘要
Direct alkylation and arylation of allylic C(sp3)-H bonds are straight-forward approaches for accessing allylic C-C products. However, the engagement of allylic C-C bond- forming reaction without introducing extraneous functional groups and stoichiometric oxidant or reductant has proved difficult. Here, we report a general and mild strategy using semiconductor quantum dots (QDs) as photocatalysts for coupling a broad range of available allylic C(sp(3))-H bonds with alpha- amino C-H bonds or heteroarenes, respectively, under sunlight irradiation (> 85 examples). The protocol bypasses stoichiometric oxidant or reductant and pre-functionalization of both the coupling partners and produces hydrogen (H-2) as the byproduct. The outstanding efficiency and selectivity and step- and atom-economy represents the first direct alkylation and arylation of allylic C(sp(3))-H bonds with hydrogen evolution powered by solar energy.
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关键词
allylic C(sp3)–H activation,semiconducting quantum dots,visible light catalysis,radical chemistry,cross-coupling hydrogen evolution
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