Anchored epoxidation

IF 42.8 1区化学 Q1 CHEMISTRY, PHYSICAL Nature Catalysis Pub Date : 2024-10-23 DOI:10.1038/s41929-024-01247-9

Benjamin Martindale

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Abstract

The team of researchers make use of the –NH₂ terminal groups present in native C₃N₄ to covalently anchor an Fe(SalenCl₂) molecular catalyst without the need for any additional linkers (pictured). This is performed by reacting the aryl chloride group of the molecule with C₃N₄ in the presence of KO^tBu. With the Fe(Salen) attached to the surface, it is shown that styrene can be converted into styrene oxide under blue light-emitting diode irradiation in the presence of only O₂ and no other reagents. The reaction scope is expanded to cover a series of linear and cyclic alkenes including cyclohexene, α-pinene, 1-octene and cis-4-octene. The C₃N₄-FeCl(Salen) hybrid photocatalyst can be easily recovered by centrifugation and recycled.

The approach presented in this study offers a less-energy-intensive route than epoxidation by the Prilezhaev reaction using harsh stoichiometric peracids such as meta-chloroperoxybenzoic acid (m-CPBA), which are also hazardous to work with. Further optimization of conditions and different molecular catalyst combinations could be employed to enhance the efficiency and scope of reactivity.

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锚定环氧化

研究小组利用原生 C3N4 中的 -NH2 末端基团共价锚定了铁(SalenCl2)分子催化剂，而无需任何额外的连接剂（如图）。具体方法是在 KOtBu 存在下，将分子中的芳基氯与 C3N4 反应。实验表明，苯乙烯表面附有铁（Salen）后，在蓝色发光二极管照射下，只需氧气而无需其他试剂，苯乙烯就能转化为氧化苯乙烯。反应范围扩大到一系列线性和环状烯烃，包括环己烯、α-蒎烯、1-辛烯和顺式-4-辛烯。与使用苛刻的化学计量过酸（如偏氯过氧苯甲酸 (m-CPBA)）进行普里列扎耶夫反应的环氧化作用相比，本研究提出的方法提供了一种能耗较低的途径，而使用化学计量过酸（如偏氯过氧苯甲酸 (m-CPBA)）进行普里列扎耶夫反应也是有害的。进一步优化条件和不同的分子催化剂组合可提高反应的效率和范围。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Nature Catalysis Chemical Engineering-Bioengineering

CiteScore

52.10

自引率

1.10%

发文量

140

期刊介绍： Nature Catalysis serves as a platform for researchers across chemistry and related fields, focusing on homogeneous catalysis, heterogeneous catalysis, and biocatalysts, encompassing both fundamental and applied studies. With a particular emphasis on advancing sustainable industries and processes, the journal provides comprehensive coverage of catalysis research, appealing to scientists, engineers, and researchers in academia and industry. Maintaining the high standards of the Nature brand, Nature Catalysis boasts a dedicated team of professional editors, rigorous peer-review processes, and swift publication times, ensuring editorial independence and quality. The journal publishes work spanning heterogeneous catalysis, homogeneous catalysis, and biocatalysis, covering areas such as catalytic synthesis, mechanisms, characterization, computational studies, nanoparticle catalysis, electrocatalysis, photocatalysis, environmental catalysis, asymmetric catalysis, and various forms of organocatalysis.

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