Premium
A Copper (II) Acetate Mediated Oxidative‐Coupling of Styrenes and Ethers Through an Unactivated C( sp 3 )−H Bond Functionalization
Author(s) -
Yan Zhan,
Wang NaiXing,
Gao XueWang,
Li JianLi,
Wu YueHua,
Zhang Tong,
Chen ShiLu,
Xing Yalan
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801243
Subject(s) - chemistry , regioselectivity , surface modification , oxidative coupling of methane , copper , functional group , radical , oxidative phosphorylation , reaction mechanism , medicinal chemistry , organic chemistry , polymer chemistry , photochemistry , combinatorial chemistry , catalysis , polymer , biochemistry
A Copper (II) Acetate Mediated Oxidative Coupling of Styrenes and Ethers Through an Unactivated C( sp 3 )−H Bond Functionalization A functionalization of unactivated C( sp 3 )‐H bond of ethers with styrenes was described. This C−C bond formation has been developed using t ‐butyl hydroperoxide (TBHP) as a radical initiator and DBU as an additive agent. Typical ethers underwent a free‐radical addition of styrenes to give direct difunctionalization products with excellent regioselectivity and efficiency. This reaction features good yields and functional group compatibility with simple operation and mild conditions. A plausible reaction mechanism has been proposed. DFT simulation and theory calculation also provided important evidence for the proposed free‐radical mechanism.