Citation: Zheng Yukun, Cao Xu, Li Jia, Hua Haiming, Yao Weiwei, Zhao Binlin, Ma Mengtao. Efficient Magnesium-Catalyzed Hydroboration of Carboxylic Acids[J]. Chinese Journal of Organic Chemistry, ;2020, 40(7): 2086-2093. doi: 10.6023/cjoc202003058 shu

Efficient Magnesium-Catalyzed Hydroboration of Carboxylic Acids

Zheng Yukun ^a ,
Cao Xu ^a ,
Li Jia ^a ,
Hua Haiming ^a ,
Yao Weiwei ^b,, ,
Zhao Binlin ^a,, ,
Ma Mengtao ^a,,

a.
College of Science, Nanjing Forestry University, Nanjing 210037
b.
College of Pharmacy, Nanjing University of Chinese Medicine, Nanjing 210023

Corresponding author: Yao Weiwei, yww0715@hotmail.com Zhao Binlin, zblchemistry@163.com Ma Mengtao, mengtao@njfu.edu.cn
Received Date: 25 March 2020
Revised Date: 26 April 2020
Available Online: 11 May 2020
Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 21772093, 21372117) and the Natural Science Foundation of Jiangsu Province(No. BK20181421)the National Natural Science Foundation of China (Nos. 21772093, 21372117)

Figures(3)

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.
- hydroboration,
- carboxylic acid,
- magnesium,
- main group metal
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