Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (5): 1346-1374.DOI: 10.6023/cjoc202110027 Previous Articles     Next Articles


钯催化C—H键官能团化形成C—X (X=O, N, F, I, ……)键的密度泛函理论研究进展

石宇冰a, 白文己a, 母伟花a,*(), 李江平a, 于嘉玮a, 连冰b   

  1. a 云南师范大学化学化工学院 昆明 650500
    b 北京市第八中学 北京 100033
  • 收稿日期:2021-10-19 修回日期:2021-12-12 发布日期:2022-01-11
  • 通讯作者: 母伟花
  • 基金资助:
    国家自然科学基金(21763033); 云南省万人计划“青年拔尖人才”专项资助项目

Research Progress on Density Functional Theory Study of Palladium-Catalyzed C—H Functionalization to Form C—X (X=O, N, F, I, …) Bonds

Yubing Shia, Wenji Baia, Weihua Mua(), Jiangping Lia, Jiawei Yua, Bing Lianb   

  1. a Faculty of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500
    b Beijing No. 8 High School, Beijing 100033
  • Received:2021-10-19 Revised:2021-12-12 Published:2022-01-11
  • Contact: Weihua Mu
  • Supported by:
    National Natural Science Foundation of China(21763033); Top Young Talents of Yunnan Ten Thousand People Plan

Transition metal-catalyzed C—H functionalization is an effective method for constructing C—X (X=O, N, F, I, …) bonds, which plays a crucial role not only in traditional organic synthesis, pesticides and medicine areas, but also in generating skeletons of biologically active natural products containing C—X heterocycles. Due to its high reaction efficiency, good atomic economy and environmental friendliness, palladium-catalyzed C—H functionalization has been demonstrated as one of the focus topics in the field of transition metal-catalyzed construction of C—X bonds for decades. Based on previous experimental results, density functional theory (DFT) has been employed to study the palladium-catalyzed C—H functionalization for constructing C—X bonds in detail, for obtaining more information about reaction process, such as microscopic reaction mechanism and selectivity regulation principles, and thus inspire new ideas for improving the selectivity and reactivity of palladium-catalyzed C—H functionalization in constructing C—X bonds. Herein, the latest density functional theory research results on palladium-catalyzed C—H functionalization in constructing C—X (X=O, N, F, I, …) bonds are summarized, with emphasis on the corresponding computational results about microcosmic reaction mechanism and selectivity controlling. The present issues and prospects of future development in this field are also summarized and forecasted in the end.

Key words: Pd catalysis, C—H functionalization, C—X bonds formation, reaction mechanism, selectivity, density functional theory (DFT)