Experimental and theoretical study on N-hydroxyphthalimide and its derivatives catalyzed aerobic oxidation of cyclohexylbenzene  

作　　者：Yufei Yang Jieyi Ma Junyan Wu Weixia Zhu Yadong Zhang 

机构地区：[1]School of Chemical Engineering,Zhengzhou University,Zhengzhou 450001,China [2]Jiyuan Research Institute,Zhengzhou University,Jiyuan 459000,China

出　　处：《Chinese Journal of Chemical Engineering》2022年第4期124-130,共7页中国化学工程学报（英文版）

基　　金：financially supported by the National Natural Science Foundation of China(21706240)。

摘　　要：The liquid phase oxidation of cyclohexylbenzene(CHB)is a new green synthetic approach to cyclohexylbenzene-1-hydroperoxide(CHBHP),a key intermediate for preparing phenol and cyclohexanone.In this work,aryl-substituted(Cl and Br)derivatives of N-hydroxyphthalimide(NHPI)were synthesized and their catalytic performances for CHB oxidation were studied.In addition,geometric optimization and transition state search were performed using DFT calculations.Both experimental and theoretical studies have proven that chloro-substitution on NHPI can significantly improve its catalytic effects on the oxidation of CHB by oxygen.Compared with NHPI,CHB conversion and selectivity of CHBHP over Cl;NHPI were increased by 10.47%and 13.24%.The strategy of aryl-substituting NHPI with halogen atoms proposed in this study would provide a potential way to the development of new NHPI-based catalysts for aerobic oxidation reactions.

关 键 词：N-HYDROXYPHTHALIMIDE Aryl-substituted derivative Cyclohexylbenzene Oxidation RADICAL 

分 类 号：O625[理学—有机化学] O643.36[理学—化学]