二氧化碳转化为氨基甲酸酯的研究进展

引用本文: 郭艳辉, 魏丽, 温中林, 戚朝荣, 江焕峰. 二氧化碳转化为氨基甲酸酯的研究进展[J]. 物理化学学报, 2024, 40(4): 230700. doi: 10.3866/PKU.WHXB202307004 shu

Citation: Yanhui Guo, Li Wei, Zhonglin Wen, Chaorong Qi, Huanfeng Jiang. Recent Progress on Conversion of Carbon Dioxide into Carbamates[J]. Acta Physico-Chimica Sinica, 2024, 40(4): 230700. doi: 10.3866/PKU.WHXB202307004 shu

二氧化碳转化为氨基甲酸酯的研究进展

华南理工大学化学与化工学院, 广东省功能分子工程重点实验室, 广州 510641

通讯作者: 戚朝荣, crqi@scut.edu.cn; 江焕峰, jianghf@scut.edu.cn

基金项目:
国家重点研发计划 2022YFB4101800

国家自然科学基金 21971073

国家自然科学基金 22271098

广东省自然科学基金 2019A1515011468

摘要: 二氧化碳(CO₂)是大气中主要的温室气体，同时也是一种丰富、无毒和可再生的碳一资源。因此，将CO₂转化为有价值的化学品对实现可持续发展具有重要意义。然而，由于CO₂的热力学稳定性和动力学惰性，其活化转化非常具有挑战性。氨基甲酸酯是一类具有生物活性的重要化合物，广泛存在于天然产物、农用化学品和医药相关分子中，同时也是重要的有机合成中间体。近年来，利用CO₂作为光气的替代品用于合成氨基甲酸酯吸引了广泛的关注。本文主要综述了CO₂和胺在不同的催化体系下合成氨基甲酸酯的最新研究进展，主要分为无过渡金属催化、过渡金属催化、电催化、光催化四种反应体系来归纳总结，并对CO₂转化为氨基甲酸酯的未来研究方向进行了展望。

关键词:

English

Recent Progress on Conversion of Carbon Dioxide into Carbamates

Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China

Corresponding author: Email: crqi@scut.edu.cn (C.Q.); Email: jianghf@scut.edu.cn (H.J.)

Received Date: 03 July 2023
Accepted Date: 01 August 2023
Revised Date: 01 August 2023
Available Online: 15 April 2024
Fund Project:
the National Key Research and Development Program of China

the National Natural Science Foundation of China

the National Natural Science Foundation of China

the Natural Science Foundation of Guangdong Province, China

Abstract: Carbon dioxide (CO₂) serves as one of the major greenhouse gases in the atmosphere. However, it is also abundant, non-toxic, and renewable, making it a valuable one-carbon source. Therefore, converting CO₂ into valuable chemicals holds immense significance as an effective approach towards achieving carbon neutrality. Nevertheless, due to CO₂'s thermodynamic stability and kinetic inertness, its activation and conversion present considerable challenges. Organic carbamates, both cyclic and acyclic, represent a crucial class of bioactive compounds found in various natural products, agricultural chemicals, and pharmaceutically relevant molecules. They are also widely used as essential intermediates in organic synthesis. Unfortunately, traditional methods for preparing organic carbamates often rely on highly toxic phosgene and its derivatives as raw materials, posing serious environmental and safety concerns and limiting practical applications. From a cost-effective and sustainable standpoint, substituting CO₂ for phosgene in the synthesis of organic carbamates is highly appealing. In recent decades, numerous new reactions, particularly multicomponent reactions involving CO₂ and amines, have emerged, providing efficient methods for constructing diverse and valuable carbamates. Some of these reactions can be conducted under transition-metal-free conditions, utilizing organic and inorganic bases, ionic liquids, or small organic molecules as catalysts or promoters. However, in certain cases, transition-metal catalysts, such as those based on copper, palladium, or silver, are required, especially when the reactions involve activating unsaturated hydrocarbons like alkenes and alkynes. Mechanistically, most of these methods involve in situ generation of nucleophilic CO₂-amine adducts, such as carbamate salts or carbamic acids, which then react with other electrophiles or coupling partners to yield the desired carbamates. Notably, recent advancements have led to the successful development of several elegant methods for synthesizing specific types of carbamates using electrocatalysis or photocatalysis, which are not achievable through conventional thermal catalysis. This review comprehensively summarizes the recent progress in the synthesis of organic carbamates using CO₂ and amines under various catalytic conditions, including transition metal-free conditions, transition metal-catalysis, electrocatalysis, and photocatalysis. Additionally, the review discusses the challenges and future prospects associated with converting CO₂ into organic carbamates.

Key words:

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二氧化碳转化为氨基甲酸酯的研究进展

通讯作者: 戚朝荣, crqi@scut.edu.cn; 江焕峰, jianghf@scut.edu.cn

English

Recent Progress on Conversion of Carbon Dioxide into Carbamates

Corresponding author: Email: crqi@scut.edu.cn (C.Q.); Email: jianghf@scut.edu.cn (H.J.)

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中国化学会秘书处

二氧化碳转化为氨基甲酸酯的研究进展

通讯作者: 戚朝荣, crqi@scut.edu.cn; 江焕峰, jianghf@scut.edu.cn

English

Recent Progress on Conversion of Carbon Dioxide into Carbamates

Corresponding author: Email: crqi@scut.edu.cn (C.Q.); Email: jianghf@scut.edu.cn (H.J.)

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CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs