光催化硅氢加成反应研究进展

doi:10.6023/cjoc202302031

摘要/Abstract

有机硅产品已成为我们生活中不可或缺的一部分. 催化硅氢加成反应是制备有机硅化学品和材料的重要方法, 廉价而性能优异的催化剂研制和开发受到广泛关注. 目前催化硅氢加成的研究还主要集中在探索新型贵金属和非贵金属配合物的催化性能, 但受贵金属高成本和非贵金属配合物较低催化活性等限制, 光催化作为一种环保、安全的催化方式, 光催化硅氢加成反应受到重视. 介绍了近年来光催化硅氢加成反应的研究进展.

关键词: 硅氢加成, 光催化, 金属配合物, 自由基, 光引发剂

Organosilicon products have become an indispensable part of our lives today. Catalytic hydrosilylation reaction is one of the important methods for preparing organosilicon chemicals and materials. The research and development of inexpensive and excellent catalysts have received extensive attention. At present, the research on catalytic hydrosilylation mainly focuses on exploring the catalytic properties of new noble metal and non-precious metal complexes. However, due to the high cost of noble metals and the low catalytic activity of non-noble metal complexes, photocatalysis is an environmentally friendly and safe method. Catalytic methods and photocatalytic hydrosilylation reactions have received much attention. In this paper, the research progress of photocatalytic hydrosilylation in recent years is introduced.

Key words: hydrosilylation, photocatalysis, metal complexes, radical, photoinitiator

引用此文

刘俊, 彭家建, 白赢, 厉嘉云, 宋姿洁, 刘鹏, 欧阳婷, 兰慧林. 光催化硅氢加成反应研究进展[J]. 有机化学, 2023, 43(10): 3558-3568.

Jun Liu, Jiajian Peng, Ying Bai, Jiayun Li, Zijie Song, Peng Liu, Ting Ouyang, Huilin Lan. Progress in Photocatalytic Hydrosilylation[J]. Chinese Journal of Organic Chemistry, 2023, 43(10): 3558-3568.

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图/表 25

图式1. 光照下铑配合物催化硅氢加成反应

Scheme 1. Hydrosilylation reaction catalyzed by rhodium complex under light

图式2. 铜配合物催化硅氢加成反应机理

Scheme 2. Reaction mechanism of hydrosilylation catalyzed by copper complex

图式3. 光照四正丁基铵十钨酸催化硅氢加成反应机理

Scheme 3. Mechanism of tetrabutylammonium deca-tungstic acid-catalyzed hydrosilylation reaction

图式4. Mn2(CO)10催化各种烯烃与MDHM的硅氢加成反应

Scheme 4. Mn2(CO)10 catalyzed hydrosilylation reaction of va- rious olefins with MDHM

图式5. 铁催化三苯基硅烷和丙烯酸苄酯反应机理

Scheme 5. Iron-catalyzed reaction mechanism of triphenylsilane and benzyl acrylate

图式6. 金纳米催化硅催化酮硅氢加成反应

Scheme 6. Au nanocatalyzed silicon-catalyzed hydrosilylation reaction

图式7. 光驱动过渡金属催化硅氢加成反应

Scheme 7. Photo driven transition metal catalyzed hydrosilylation addition reaction

图式8. 二钌络合物及催化反应机理

Scheme 8. Diruthenium complex and its catalytic reaction mechanism

图式9. Mn2(CO)10催化羰基化合物的硅氢加成反应

Scheme 9. Mn2(CO)10 catalyzed addition reaction of carbonyl compounds

图式10. 光照羰基锰催化硅氢加成反应

Scheme 10. Illumination of carbonyl manganese catalyzed hydrosilylation reaction

图式11. 共轭二烯的光催化硅氢加成反应机理

Scheme 11. Photocatalytic addition reaction mechanism of hydrosilylation of conjugated dienes

图式12. 氨基卡宾铂配合物的合成

Scheme 12. Synthesis of aminocarbene platinum complexes

图式13. Mn2(CO)10催化硅氢加成反应机理

Scheme 13. Mechanism of Mn2(CO)10-catalyzed hydrosilylation reaction

图式14. 1,2,3,5-四咔唑-4,6-二氰基苯光催化体系

Scheme 14. 1,2,3,5-Tetracarbazole-4,6-dicyanobenzene photocatalytic system

图式15. 光催化硅氢加成反应合成β-硅基α-氨基酸

Scheme 15. Photocatalytic hydrosilylation reaction to synthesize β-silicon α-amino acid

图式16. 光催化硅氢加成反应合成β-硅基α-氨基酸机理

Scheme 16. Mechanism of photocatalytic hydrosilylation for synthesis of β-silicon α-amino acids

图式17. 光催化辛烯和苯基硅烷硅氢加成反应机理

Scheme 17. Mechanism of photocatalytic hydrosilylation of octene and phenylsilane

图式18. 光催化3-炔基乙酸酯和三(三甲硅基)硅烷硅氢加成反应

Scheme 18. Photocatalytic hydrosilylation of 3-alkynyl acetate and tris(trimethylsilyl)silane

图式19. 光催化炔烃硅氢加成反应机理

Scheme 19. Mechanism of photocatalytic hydrosilylation of alkynes

图式20. 曙红Y体系光催化硅氢加成反应机理

Scheme 20. Mechanism of eosin Y photocatalytic addition reaction of hydrosilylation

图式21. 可见光驱动的联烯自由基硅氢加成反应

Scheme 21. Visible light-driven radical hydrosilation of allenes

图式22. 光催化烯炔化合物自由基环化

Scheme 22. Photocatalytic radical cyclization of enyne compounds

图式23. 可见光驱动的联烯自由基硅氢加成反应

Scheme 23. Visible light driven hydrosilylation of diene radical

图式24. 光催化多孔硅表面的硅氢加成反应

Scheme 24. Photocatalytic hydrosilylation reaction on porous silicon surface

图式25. 光敏化合物的转变

Scheme 25. Transition of photoactive compounds

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