Zhang Yin, Jiang Yao, Nafady Ayman, Tang Zhiyong, Al-Enizi Abdullah M, Tan Kui, Ma Shengqian
Department of Chemistry, University of North Texas, Denton, Texas 76201, United States.
School of Chemistry and Chemical Engineering, Hefei University of Technology, Hefei 230009, People's Republic of China.
ACS Cent Sci. 2023 Jul 27;9(8):1692-1701. doi: 10.1021/acscentsci.3c00637. eCollection 2023 Aug 23.
The development of efficient heterogeneous catalysts with multiselectivity (e.g., enantio- and chemoselectivity) has long been sought after but with limited progress being made so far. To achieve enantio- and chemoselectivity in a heterogeneous system, as inspired by enzymes, we illustrate herein an approach of creating an enzyme-mimic region (EMR) within the nanospace of a metal-organic framework (MOF) as exemplified in the context of incorporating a chiral frustrated Lewis pair (CFLP) into a MOF with a tailored pore environment. Due to the high density of the EMR featuring the active site of CFLP and auxiliary sites of the hydroxyl group/open metal site within the vicinity of CFLP, the resultant EMR@MOF demonstrated excellent catalysis performance in heterogeneous hydrogenation of α,β-unsaturated imines to afford chiral β-unsaturated amines with high yields and high enantio- and chemoselectivity. The role of the hydroxyl group/open metal site in regulating chemoselectivity was proved by the observation of a catalyst-substrate interaction experimentally, which was also rationalized by computational results. This work not only contributes a MOF as a new platform for multiselective catalysis but also opens a promising avenue to develop heterogeneous catalysts with multiselectivity for challenging yet important transformations.
高效的具有多种选择性(如对映选择性和化学选择性)的多相催化剂的开发一直是人们长期追求的目标,但迄今为止进展有限。受酶的启发,为了在多相体系中实现对映选择性和化学选择性,我们在此阐述了一种在金属有机框架(MOF)的纳米空间内创建类酶区域(EMR)的方法,以将手性受阻路易斯对(CFLP)纳入具有定制孔环境的MOF为例进行说明。由于EMR具有高密度的CFLP活性位点以及CFLP附近的羟基/开放金属位点辅助位点,所得的EMR@MOF在α,β-不饱和亚胺的多相氢化反应中表现出优异的催化性能,能够高产率地提供具有高对映选择性和化学选择性的手性β-不饱和胺。通过实验观察到的催化剂-底物相互作用证明了羟基/开放金属位点在调节化学选择性方面的作用,计算结果也对此进行了合理的解释。这项工作不仅为多选择性催化贡献了一个作为新平台的MOF,而且为开发用于挑战性但重要转化的具有多选择性的多相催化剂开辟了一条有前途的途径。