Citation: WANG Peng-Cheng, WU Shu-Jie, SHAN Liang, JIANG Yan-Song, FAN Yong, WANG Li, CHEN Xiao-Dong, XU Jia-Ning. Substrate-Selectivity of Strecker Reaction Based on Amino-Functionalized Ga-MIL-53 Catalyst[J]. Chinese Journal of Inorganic Chemistry, ;2020, 36(3): 547-554. doi: 10.11862/CJIC.2020.036 shu

Substrate-Selectivity of Strecker Reaction Based on Amino-Functionalized Ga-MIL-53 Catalyst

1.
College of Chemistry, Jilin University, Changchun 130012, China
2.
College of Chemical and Environmental Engineering, Anyang Institute of Technology, Anyang, Henan 455000, China

Corresponding author: XU Jia-Ning, xujn@jlu.edu.cn
Received Date: 26 September 2019
Revised Date: 27 November 2019

Figures(1)

This work focuses on Strecker reactions catalyzed by metal-organic framework (MOF) of amino-functionalized Ga-MIL-53 (NH₂-Ga-MIL-53) in regard to substrates of a series of N-Ph aldimines, and the results showed that:(1) NH₂-Ga-MIL-53 exhibited excellect catalytic activity and good univisality among various substrates; (2) the electronic effect of substituents for substrates primarily affects the catalytic reaction rate, and the electron-donating substituted groups (i.e., MeO, Ph) and electron-withdrawing substituted groups (i.e., CF₃, NO₂) show promotion and suppression effects on the reaction, respectively; (3) the substituted position of substituents in respect of substrates secondarily influences the reaction rate, and the ortho-substituted MeO group perform the strongest promotion effects on the reaction; (4) as a heterogeneous catalyst, NH₂-Ga-MIL-53 can be reused for 9 runs without obvious loss of conversion efficiencies and collapse of MOF structure; (5) contrasting the catalytic performances between NH₂-Ga-MIL-53 and Ga-MIL-53, it is indicated that the amino groups of NH₂-Ga-MIL-53 can be served as Lewis base moieties, facilating the reaction according to Lewis acid-base synergistic mechanism. Furthermore, comparing the catalytic effects among NH₂-Ga-MIL-53, Ga(NO₃)₃·6H₂O and 2-aminoterephthalic acid, it is concluded that the pore structure of NH₂-Ga-MIL-53 framework plays a significant role in avoiding the side reactions with respect to Strecker reaction.
- metal-organic frameworks,
- gallium,
- heterogeneous catalysis,
- Strecker reaction,
- substrate-selectivity
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