Aerobic oxidation of alkyl aromatics to ketones catalyzed by biomimetic copper complex and N-hydroxyphthalimide (NHPI) under mild conditions

被引:4
|
作者
Huang, Jia-Ying [1 ]
Liu, Xiao-Hui [1 ]
Wen, Tian-Tian [1 ]
Zhou, Xian-Tai [1 ,2 ]
机构
[1] Sun Yat Sen Univ, Sch Chem Engn & Technol, Zhuhai 519082, Peoples R China
[2] Sun Yat Sen Univ, Huizhou Res Inst, Huizhou 516081, Peoples R China
来源
MOLECULAR CATALYSIS | 2024年 / 552卷
基金
中国国家自然科学基金;
关键词
Biomimetic catalysis; Galactose oxidase; Catalytic oxidation; Molecular oxygen; N-Hydroxyphthalimide; C-H BOND; CHLOROPERBENZOIC ACID; MOLECULAR-OXYGEN; HYDROCARBONS; ACTIVATION; ALCOHOLS; LIGAND; MODEL;
D O I
10.1016/j.mcat.2023.113673
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A galactose oxidase-like copper complex (CuIIL) (Ligand: N, N '-bis(2-hydroxy-3,5-di-tert-butylphenyl)-2,2 '-dia- minobiphenyl) was synthesized and used to catalyze the aerobic oxidation of alkyl aromatics to ketones in presence of N-hydroxyphthalimide (NHPI). The catalytic system exhibited excellent performance and tolerance under mild conditions. Mechanistic studies indicated that NHPI could be activated smoothly to generate phthalimide N-oxyl (PINO) radical in the presence of CuIIL. The kinetic isotope effect (KIE) studies showed that the generation of PINO radical was the rate-determining step.
引用
收藏
页数:8
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