期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 33, 页码 14091-14095出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202005074
关键词
copper indium sulfide; deprotection; phenylsulfonates; photocatalysis; quantum dots
资金
- Department of Defense (DoD) National Defense Science AMP
- Engineering Graduate (NDSEG) Fellowship
- National Science Foundation [CHE-1664184]
- International Institute for Nanotechnology at Northwestern University
- NIH [1S10OD012016-01/ 1S10RR019071-01A1]
- Soft and Hybrid Nanotechnology Experimental (SHyNE) Resource [NSF ECCS-1542205]
- State of Illinois
- International Institute for Nanotechnology (IIN)
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 not perturb the common NHBoc or toluenesulfonyl protecting groups and, as demonstrated with an estrone substrate, does not perturb proximate ketones, which are generally vulnerable to many chemical reduction methods used for this class of reactions.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据