Organic N-hydroxyphthalimide catalyzes the selective aerobic oxidation of hydrocarbons promoted by the nonionic surfactants through hydrogen bonding effect

IF 3.9 2区化学 Q2 CHEMISTRY, PHYSICAL

Molecular Catalysis Pub Date : 2025-04-16 DOI:10.1016/j.mcat.2025.115110

Ximai Zhang , Fengkuan Ma , Kui Jin , Meifang Zhang , Chen Chen , Qiaohong Zhang , Hongying Lü

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Abstract

Metal-free catalytic selective oxidation of hydrocarbons is a green and challenging process for the manufacture of oxygen-containing chemicals. A nonionic surfactant of polyethylene glycol (PEG) was developed as the co-catalyst for N-hydroxyphthalimide (NHPI) to form a novel metal-free organic catalytic system NHPI/PEG, with which the efficient oxidation of a series of hydrocarbons including toluene, fluorene, ethylbenzene, and p-xylene was realized. PEG could facilitate the generation of active free radical phthalimide N-oxyl (PINO) through hydrogen bonding effect, and the decomposition of intermediate of phenylethyl hydroperoxide and oxidation of 1-phenylethanol could also be obviously improved especially at the presence of PEG. The present work provides a novel electronic promoter for the NHPI-based catalytic system and demonstrates the promoting efficiency of hydrogen bonding interactions on modulating the catalytic activity of organic catalytic system.

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有机n -羟基邻苯二胺通过氢键效应催化非离子表面活性剂对烃类的选择性好氧氧化

碳氢化合物的无金属催化选择性氧化是一种绿色且具有挑战性的生产含氧化学品的方法。以非离子表面活性剂聚乙二醇（PEG）作为n -羟基邻苯亚胺（NHPI）的助催化剂，形成了新型无金属有机催化体系NHPI/PEG，实现了甲苯、芴、乙苯、对二甲苯等一系列烃类的高效氧化。PEG通过氢键作用促进活性自由基邻苯亚胺n -氧（PINO）的生成，尤其在PEG的存在下，苯乙基过氧化氢中间体的分解和1-苯乙醇的氧化也明显改善。本研究为基于nhpi的催化体系提供了一种新的电子启动子，并证明了氢键相互作用对调节有机催化体系催化活性的促进作用。

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来源期刊

Molecular Catalysis Chemical Engineering-Process Chemistry and Technology

CiteScore

6.90

自引率

10.90%

发文量

700

审稿时长

40 days

期刊介绍： Molecular Catalysis publishes full papers that are original, rigorous, and scholarly contributions examining the molecular and atomic aspects of catalytic activation and reaction mechanisms. The fields covered are: Heterogeneous catalysis including immobilized molecular catalysts Homogeneous catalysis including organocatalysis, organometallic catalysis and biocatalysis Photo- and electrochemistry Theoretical aspects of catalysis analyzed by computational methods