title: A chiral porous metal-organic framework for highly sensitive and enantioselective fluorescence sensing of amino alcohols.
abstract: A highly porous and fluorescent metal-organic framework (MOF), 1, was built from a chiral tetracarboxylate bridging ligand derived from 1,1'-bi-2-naphthol (BINOL) and a cadmium carboxylate infinite-chain secondary building unit. The fluorescence of 1 can be effectively quenched by amino alcohols via H-bonding with the binaphthol moieties decorating the MOF, leading to a remarkable chiral sensor for amino alcohols with greatly enhanced sensitivity and enantioselectivity over BINOL-based homogeneous systems. The higher detection sensitivity of 1 is due to a preconcentration effect by which the analytes are absorbed and concentrated inside the MOF channels, whereas the higher enantioselectivity of 1 is believed to result from enhanced chiral discrimination owing to the cavity confinement effect and the conformational rigidity of the BINOL groups in the framework. 1 was quenched by four chiral amino alcohols with unprecedentedly high Stern-Volmer constants of 490-31200 M(-1) and enantioselectivity ratios of 1.17-3.12.
authors.affiliation: Department of Chemistry, University of North Carolina, Chapel Hill, 27599, United States.
authors.forename: Marcela M
authors.initials: MM
authors.lastname: Wanderley
authors.forename: Cheng
authors.initials: C
authors.lastname: Wang
authors.forename: Chuan-De
authors.initials: CD
authors.lastname: Wu
authors.forename: Wenbin
authors.initials: W
authors.lastname: Lin
mesh_terms: D000605:Amino Alcohols / Q000032:analysis*; D005453:Fluorescence; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D016062:Porosity; D013237:Stereoisomerism; D013499:Surface Properties
chemical_list: D000605:Amino Alcohols; D009942:Organometallic Compounds