title: Engineering chiral porous metal-organic frameworks for enantioselective adsorption and separation.
abstract: The separation of racemic molecules is of substantial significance not only for basic science but also for technical applications, such as fine chemicals and drug development. Here we report two isostructural chiral metal-organic frameworks decorated with chiral dihydroxy or -methoxy auxiliares from enantiopure tetracarboxylate-bridging ligands of 1,1'-biphenol and a manganese carboxylate chain. The framework bearing dihydroxy groups functions as a solid-state host capable of adsorbing and separating mixtures of a range of chiral aromatic and aliphatic amines, with high enantioselectivity. The host material can be readily recycled and reused without any apparent loss of performance. The utility of the present adsorption separation is demonstrated in the large-scale resolution of racemic 1-phenylethylamine. Control experiments and molecular simulations suggest that the chiral recognition and separation are attributed to the different orientations and specific binding energies of the enantiomers in the microenvironment of the framework.
authors.affiliation: School of Chemistry and Chemical Technology, Shanghai Jiao Tong University, Shanghai 200240, China.
authors.forename: Yongwu
authors.initials: Y
authors.lastname: Peng
authors.affiliation: School of Chemistry and Chemical Technology, Shanghai Jiao Tong University, Shanghai 200240, China.
authors.forename: Tengfei
authors.initials: T
authors.lastname: Gong
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, Singapore 117576, Singapore.
authors.forename: Kang
authors.initials: K
authors.lastname: Zhang
authors.affiliation: School of Chemistry and Chemical Technology, Shanghai Jiao Tong University, Shanghai 200240, China.
authors.forename: Xiaochao
authors.initials: X
authors.lastname: Lin
authors.affiliation: School of Chemistry and Chemical Technology, Shanghai Jiao Tong University, Shanghai 200240, China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Liu
authors.affiliation: Department of Chemical and Biomolecular Engineering, National University of Singapore, Singapore 117576, Singapore.
authors.forename: Jianwen
authors.initials: J
authors.lastname: Jiang
authors.affiliation: School of Chemistry and Chemical Technology, Shanghai Jiao Tong University, Shanghai 200240, China.
authors.forename: Yong
authors.initials: Y
authors.lastname: Cui