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Substrate-Selectivity of Strecker Reaction Based on Amino-Functionalized Ga-MIL-53 Catalyst |
Author Name | Affiliation | E-mail | WANG Peng-Cheng | College of Chemistry, Jilin University, Changchun 130012, China | | WU Shu-Jie | College of Chemistry, Jilin University, Changchun 130012, China | | SHAN Liang | College of Chemical and Environmental Engineering, Anyang Institute of Technology, Anyang, Henan 455000, China | | JIANG Yan-Song | College of Chemistry, Jilin University, Changchun 130012, China | | FAN Yong | College of Chemistry, Jilin University, Changchun 130012, China | | WANG Li | College of Chemistry, Jilin University, Changchun 130012, China | | CHEN Xiao-Dong | College of Chemistry, Jilin University, Changchun 130012, China | | XU Jia-Ning | College of Chemistry, Jilin University, Changchun 130012, China | xujn@jlu.edu.cn |
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Abstract: 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. |
Keywords: metal-organic frameworks gallium heterogeneous catalysis Strecker reaction substrate-selectivity |
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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. |
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