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锰-双水杨醛缩邻苯二胺共价锚定在氨基功能化氧化石墨烯上作为一种用于选择性环氧化反应的高效多相催化剂。

Manganese salophen covalently anchored to amino-functionalized graphene oxide as an efficient heterogeneous catalyst for selective epoxidation.

作者信息

Hajian Robabeh, Mousavi Narjes Sadat

机构信息

Department of Chemistry, Yazd University Yazd 89195-741 Iran

出版信息

RSC Adv. 2024 Dec 5;14(52):38470-38479. doi: 10.1039/d4ra05280c. eCollection 2024 Dec 3.

DOI:10.1039/d4ra05280c
PMID:39640526
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11618214/
Abstract

Epoxidation of olefins catalyzed by manganese(iii) salophen (MnSalop) immobilized on graphene oxide (GO) modified with 3-aminopropyltrimethoxysilane (GO·NH) has been reported. Characterization of the solid catalyst by FTIR, DR UV-Vis, FESEM, XRD, elemental scanning mappings, TGA/DTG, BET measurements, and ICP analysis aided in understanding the catalyst morphology. It confirmed that there was no significant demetallation or chemical change in MnSalop-GO·NH. The heterogeneous catalyst (MnSalop-GO·NH) showed high efficiency in the oxidation of different olefins with HO as a green oxygen donor agent assisted by NaHCO as co-catalyst at room temperature. The alkenes were oxidized to their corresponding epoxides with 88-100% selectivity and turnover frequency (TOF) values ranging from 40.7 to 162.8 h in the presence of MnSalop-GO·NH under mild conditions. When supported on GO, MnSalop-GO·NH afforded epoxide yields comparable to those of the corresponding homogeneous analog. The prepared catalyst was selective for most olefins, with a high conversion. In addition, it could be reused four times without any remarkable loss in catalytic performance.

摘要

据报道，固定在经3-氨丙基三甲氧基硅烷修饰的氧化石墨烯（GO·NH）上的锰（III）沙罗酚（MnSalop）可催化烯烃环氧化反应。通过傅里叶变换红外光谱（FTIR）、漫反射紫外可见光谱（DR UV-Vis）、场发射扫描电子显微镜（FESEM）、X射线衍射（XRD）、元素扫描图谱、热重/微商热重分析（TGA/DTG）、比表面积测定（BET）以及电感耦合等离子体分析（ICP）对固体催化剂进行表征，有助于了解催化剂的形态。结果证实，MnSalop-GO·NH中不存在明显的脱金属现象或化学变化。在室温下，以NaHCO为助催化剂，该非均相催化剂（MnSalop-GO·NH）以H₂O₂作为绿色氧供体试剂，在氧化不同烯烃时表现出高效性。在温和条件下，在MnSalop-GO·NH存在下，烯烃被氧化为相应的环氧化物，选择性为88-100%，周转频率（TOF）值在40.7至162.8 h⁻¹之间。当负载在GO上时，MnSalop-GO·NH的环氧化物产率与相应的均相类似物相当。制备的催化剂对大多数烯烃具有选择性，转化率高。此外，它可以重复使用四次，催化性能没有任何显著损失。

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