Quantum Dot-Catalyzed Photoreductive Removal of Sulfonyl-Based Protecting Groups.

ABSTRACT: This Communication describes the use of CuInS₂ /ZnS quantum dots (QDs) as photocatalysts for the reductive deprotection of aryl sulfonyl-protected phenols. For a series of aryl sulfonates with electron-withdrawing substituents, the rate of deprotection for the corresponding phenyl aryl sulfonates increases with decreasing electrochemical potential for the two electron transfers within the catalytic cycle. The rate of deprotection for a substrate that contains a carboxylic acid, a known QD-binding group, is accelerated by more than a factor of ten from that expected from the electrochemical potential for the transformation, a result that suggests that formation of metastable electron donor-acceptor complexes provides a significant kinetic advantage. This deprotection method does

SUBMITTER: Perez KA 

PROVIDER: S-EPMC7480491 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature