非气体钯催化羰基化偶联反应研究进展  

Development of non-gaseous palladium-catalyzed carbonylative cross-coupling reaction

作　　者：郭萌 杨泓钰 樊磊 孙华明[1] 王艳艳 顾泉 简亚军 张伟强[1] 高子伟[1,2] Meng Guo;Hongyu Yang;Lei Fan;Huangming Sun;Yanyan Wang;Quan Gu;Yajun Jian;Weiqiang Zhang;Ziwei Gao(Key Laboratory of Applied Surface and Colloid Chemistry,Ministry of Education,Xi’an Key Laboratory of Organometallic Material Chemistry,School of Chemistry&Chemical Engineering,Shaanxi Normal University,Xi’an 710100,China;College of Chemistry&Chemical Engineering,Research Institute of Comprehensive Energy Industry Technology,Yan’an University,Yan’an 716000,China)

机构地区：[1]教育部表面与胶体化学重点实验室,西安市有机金属材料化学重点实验室,陕西省有机金属催化化学国际联合研究中心,陕西师范大学化学化工学院,西安710119 [2]延安大学化学化工学院,延安716000

出　　处：《中国科学：化学》2024年第10期1700-1712,共13页SCIENTIA SINICA Chimica

基　　金：国家自然科学基金(编号:22171173,21771122);陕西省区域创新能力引导计划(编号:2022QFY07-03);陕西省创新能力支撑计划(编号:2020GHJD-08)资助项目。

摘　　要：钯催化羰基化偶联反应已经成为现代有机合成中羰基化合物的重要合成方法.然而,受限于一氧化碳气体毒性大且不易操控,采用非气体羰基源替代物构建绿色、安全、可控的羰基化反应体系成为羰基化偶联反应研究领域的热点方向.本文从释放条件、释放方式、羰基利用效率及适用的反应类型方面,对三类主要非气体羰基源—有机小分子、羧酸衍生物和过渡金属羰基化合物进行了概述,并对各自在钯催化羰基化偶联反应应用的优缺点进行了对比.文献总结表明,过渡金属羰基化合物具有高羰基载量、能够实现原位CO释放、适用于各种类型的羰基化反应等优点,在有机合成领域具有更广泛的研究潜力,而更进一步的研究应该关注新脱羰释放机制的寻找、非羰基副产物组成及低价金属物种对于钯催化反应影响的调控等.Palladium-catalyzed carbonylation coupling reaction has become an important method for the synthesis of carbonyl compounds in modern organic synthesis.However,due to the high toxicity of carbon monoxide gas and the difficulty in manipulating it,the use of non-gas carbonyl source surrogates to construct green,safe and controllable carbonylation reaction systems has become a hot direction in the field of carbonylation coupling reaction research.In this paper,three main types of non-gas carbonyl sources,organic small molecules,carboxylic acid derivatives and transition metal carbonyl compounds,are reviewed in terms of release conditions,release modes,carbonyl utilization efficiency and applicable reaction types,as well as their respective advantages and disadvantages in palladium-catalyzed carbonylation coupling reaction.A summary of the literatures suggest that transition metal carbonyl compounds,with the advantages of high carbonyl loading,the ability to achieve in situ CO release and the applicability to different types of carbonylation reactions,have a wider research potential in the field of organic synthesis,while further studies should focus on the search for new decarbonylation and the release mechanisms,the modulation of non-carbonyl by-product compositions and the influence of low-valent metal species on the palladium-catalyzed reactions.

关 键 词：非气体羰基源 钯催化 羰基化偶联 CO释放 

分 类 号：O621.251[理学—有机化学]