Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (7): 2086-2093.DOI: 10.6023/cjoc202003058 Previous Articles     Next Articles


郑玉坤a, 曹旭a, 李佳a, 华海明a, 姚薇薇b, 赵斌林a, 马猛涛a   

  1. a 南京林业大学理学院 南京 210037;
    b 南京中医药大学药学院 南京 210023
  • 收稿日期:2020-03-25 修回日期:2020-04-26 发布日期:2020-05-11
  • 通讯作者: 姚薇薇, 赵斌林, 马猛涛;;
  • 基金资助:

Efficient Magnesium-Catalyzed Hydroboration of Carboxylic Acids

Zheng Yukuna, Cao Xua, Li Jiaa, Hua Haiminga, Yao Weiweib, Zhao Binlina, Ma Mengtaoa   

  1. a College of Science, Nanjing Forestry University, Nanjing 210037;
    b College of Pharmacy, Nanjing University of Chinese Medicine, Nanjing 210023
  • Received:2020-03-25 Revised:2020-04-26 Published:2020-05-11
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21772093, 21372117) and the Natural Science Foundation of Jiangsu Province (No. BK20181421).

Sterically bulky amino magnesium methyl complex, LMgCH3(THF)2 (L=NAr(SiMe3), Ar=4,2,6-Me(CHPh2)2-C6H2) has been employed as an efficient precatalyst for the deoxygenate hydroboration of a variety of aromatic and aliphatic acids with pinacolborane (HBpin) under mild reaction condition. Additionally, chemoselective hydroboration of carboxylic acids over esters was also achieved under the standard conditions. Two plausible reaction mechanisms were proposed based on the density functional theory (DFT) calculations and stoichiometric reactions.

Key words: hydroboration, carboxylic acid, magnesium, main group metal