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通过共价锚定的钴-Schiff 碱介导的甲苯苄位 C-H 键的氧化官能化。

Oxyfunctionalization of Benzylic C-H Bonds of Toluene Mediated by Covalently Anchored Co-Schiff Bases.

机构信息

School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, China.

出版信息

Molecules. 2022 Aug 19;27(16):5302. doi: 10.3390/molecules27165302.

Abstract

Oxyfunctionalization of toluene to value-added benzaldehyde, benzyl alcohol and benzoic acid is of great significance. In this work, Co-Schiff bases were immobilized on commercial silica gel by covalent anchoring, and resulting catalysts were used to catalyze the oxidation of toluene in the presence of the cocatalyst N-hydroxyphthalimide (NHPI). The catalysts exhibited excellent textural and structural properties, reliable bonding and a predomination of the cobaltous ions. The catalyst synthesized by diethylamino salicylaldehyde (EASA) possessed a grafting density of 0.14 mmol/g and exhibited a toluene conversion of 37.5%, with predominant selectivities to benzaldehyde, benzyl alcohol and benzoic acid under solvent-free conditions. It is concluded that the effect of ligands on their catalytic performance might be related to their electron-donating or -withdrawing properties.

摘要

甲苯的氧功能化为有价值的苯甲醛、苯甲醇和苯甲酸具有重要意义。在这项工作中,通过共价锚定将钴-Schiff 碱固定在商业硅胶上,并在助催化剂 N-羟基邻苯二甲酰亚胺 (NHPI) 的存在下,用所得催化剂催化甲苯的氧化。催化剂表现出优异的织构和结构特性、可靠的键合以及钴离子的优势。由二乙氨基水杨醛 (EASA) 合成的催化剂的接枝密度为 0.14 mmol/g,在无溶剂条件下,甲苯转化率为 37.5%,苯甲醛、苯甲醇和苯甲酸的选择性较高。可以得出结论,配体对其催化性能的影响可能与其供电子或吸电子性质有关。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9950/9416660/51a72e598557/molecules-27-05302-sch001.jpg

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