化工进展 ›› 2021, Vol. 40 ›› Issue (6): 3421-3433.DOI: 10.16085/j.issn.1000-6613.2020-1446

• 精细化工 • 上一篇    下一篇

CO2插入C—H(sp)键制备丙炔酸衍生物的研究进展

李民康1,2(), 张莉娜2, 张阿方1, 赵永慧2, 孙楠楠2(), 魏伟2()   

  1. 1.上海大学材料科学与工程学院,上海 200444
    2.中国科学院上海高等研究院低碳转化科学与工程重点实验室,上海 201210
  • 收稿日期:2020-07-27 修回日期:2020-09-05 出版日期:2021-06-06 发布日期:2021-06-22
  • 通讯作者: 孙楠楠,魏伟
  • 作者简介:李民康(1995—),男,硕士研究生,研究方向为CO2气体催化转化。E-mail:liminkang2018@sari.ac.cn

Research advances on the carboxylation of terminal alkynes with CO2

LI Minkang1,2(), ZHANG Lina2, ZHANG Afang1, ZHAO Yonghui2, SUN Nannan2(), WEI Wei2()   

  1. 1.School of Materials Science & Engineering, Shanghai University, Shanghai 200444, China
    2.CAS Key Laboratory of Low-Carbon Conversion Science and Engineering, Shanghai Advanced Research Institute, Chinese Academy of Sciences, Shanghai 201210, China
  • Received:2020-07-27 Revised:2020-09-05 Online:2021-06-06 Published:2021-06-22
  • Contact: SUN Nannan,WEI Wei

摘要:

丙炔酸类化合物是一类用途广泛的有机中间体,以CO2为羧基化试剂,将其插入到端基炔烃的C—H(sp)键是制备丙炔酸类化合物的一条新型路线,其绿色化程度显著高于传统方法。本文在系统分析CO2路线制备丙炔酸类化合物反应机理的基础上,梳理了该反应催化体系的研究进展,并总结了近年来与该反应实际应用密切相关的前瞻研究。基于上述总结,本文认为后续研究应开展的工作包括:①从实际工况角度(耐强碱性反应体系、耐强极性溶剂等)出发进行催化剂的设计;②强化反应机理研究,明确不同催化剂上的反应路径和中间体形态差异,夯实理论基础;③强化潜在技术瓶颈问题的突破,尤其是湿度敏感、碱助剂循环、下游合成网络衔接等。

关键词: C—H羧酸化, 二氧化碳, 端基炔烃, 丙炔酸, 催化剂

Abstract:

Propiolic acid compounds are a kind of organic intermediates which are widely used. Using CO2 as a carboxylation reagent and insert it into the C—H(sp) bond of terminal alkynes is a new route to prepare propiolic acids, which is more environmentally friendly than traditional methods. In this paper, based on systematic analysis of the reaction mechanism, research progress of the catalytic system of the CO2-based synthesis of propiolic acid was summarized, and some prospective studies closely related to the practical application of the reaction were introduced. Based on the above summary, we think that the following research should be carried out in future works: ①designing the catalyst from the perspective of actual working conditions (resistant to strong alkaline reaction system and strong polar solvent, etc.); ②strengthening the research on reaction mechanism, clarifying the differences on reaction path and intermediate structure for different catalysts, so as to consolidate the theoretical basis; ③seeking to solve potential technical bottlenecks, especially humidity sensitivity, cycling and re-use of the alkali additives, and coupling with downstream synthesis network, etc.

Key words: C—H carboxylation, carbon dioxide, terminal alkynes, propionic acid, catalyst

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