δ-Selective Functionalization of Alkanols Enabled by Visible-Light-Induced Ligand-to-Metal Charge Transfer

Anhua Hu, Jing-Jing Guo, Hui Pan, Haoming Tang, Zhaobo Gao and Zhiwei Zuo*

*School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China, Email: zuozhwshanghaitech.edu.cn

A. Hu, J.-J. Guo, H. Pan, H. Tang, Z. Gao, Z. Zuo, J. Am. Chem. Soc., 2018, 140, 1612-1616.

DOI: 10.1021/jacs.7b13131

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Abstract

A ligand-to-metal charge transfer (LMCT) excitation-homolysis process with an abundant and inexpensive cerium salt as the catalyst enables a direct catalytic generation of energetically challenging alkoxy radicals from alcohols. This catalytic manifold provides a simple and efficient way for versatile a δ-selective C-H bond functionalization under mild redox-neutral conditions.

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proposed mechanism

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Key Words

hydrazines, photochemistry

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ID: J48-Y2018