磁性Se/Fe/PCN催化烯烃在氧气中的氧化裂解反应

doi:10.6023/cjoc202201023

摘要/Abstract

烯烃的氧化裂解反应不仅用于羰基化合物的合成, 也可用于生物质转化和有机污染物降解中, 是一个有潜在工业应用价值的有机化学反应. 开发适合的催化剂, 从而能够促进该反应使用分子氧为廉价、安全的氧化剂, 并在温和条件下发生, 是有机化学与材料化学交叉学科的一个有意义的研究课题. 在本工作中设计制备了Se/Fe/PCN催化剂. 研究表明, 该材料有着优异的催化活性, 可以催化苯乙烯衍生物的氧化裂解反应. 值得一提的是, 该反应选择性较佳, 在产物中醛类的选择性可以达到70%~90%. 该催化剂可以被方便地磁力分离, 并投入到下一轮反应重复利用.

关键词: 硒, 铁, 氧化裂解, 烯烃, 羰基

Oxidative cracking reaction of alkenes is applied not only in the synthesis of carbonyl compounds, but also in biomass conversion and degradation of organic pollutants. It is an organic chemical reaction with potential industrial application value. Developing a suitable catalyst to promote the reaction using molecular oxygen as a cheap and safe oxidant under mild conditions is a meaningful research topic in the interdisciplinary field of organic chemistry and material chemistry. In this work, Se/Fe/PCN catalyst was designed and prepared. The experimental results showed that the material was of excellent catalytic activity for the oxidative cracking of styrene derivatives. Notably, the selectivity of the reaction is good, and the selectivity of aldehydes in the product could reach 70%~90%. The catalyst was magnetically separable, and could be reused for the next turn of reaction.

Key words: selenium, iron, oxidative cracking, alkene, carbonyl

引用此文

周文见, 肖欣蕊, 刘永红, 张旭. 磁性Se/Fe/PCN催化烯烃在氧气中的氧化裂解反应[J]. 有机化学, 2022, 42(6): 1849-1855.

Wenjian Zhou, Xinrui Xiao, Yonghong Liu, Xu Zhang. Magnetic Se/Fe/PCN-Catalyzed Oxidative Cracking Alkenes in O₂[J]. Chinese Journal of Organic Chemistry, 2022, 42(6): 1849-1855.

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Entry	R or substrate	Conv.^b/%	Selectivity ^c/%
1	C₆H₅	83	2a: 85
2	4-FC₆H₄	90	2b: 88
3	2-ClC₆H₄	60	2c: 70
4	3-ClC₆H₄	79	2d: 80
5	4-ClC₆H₄	87	2e: 89
6	4-BrC₆H₄	83	2f: 87
7	4-CF₃C₆H₄	94	2g: 90
8	4-MeC₆H₄	90	2h: 85
9	3-MeC₆H₄	80	2i: 84
10	2-C₁₀H₇	63	2j: 75
11		70	2k: 78
12		81	2l: 85
13		72	2m: 76
14		79	2a: 88
15		72	2a: 90

Entry	R or substrate	Conv.^b/%	Selectivity ^c/%
1	C₆H₅	83	2a: 85
2	4-FC₆H₄	90	2b: 88
3	2-ClC₆H₄	60	2c: 70
4	3-ClC₆H₄	79	2d: 80
5	4-ClC₆H₄	87	2e: 89
6	4-BrC₆H₄	83	2f: 87
7	4-CF₃C₆H₄	94	2g: 90
8	4-MeC₆H₄	90	2h: 85
9	3-MeC₆H₄	80	2i: 84
10	2-C₁₀H₇	63	2j: 75
11		70	2k: 78
12		81	2l: 85
13		72	2m: 76
14		79	2a: 88
15		72	2a: 90