A Chiral Porous Metal-Organic Framework for Highly Sensitive and Enantioselective Fluorescence Sensing of Amino Alcohols

作者：Wanderley, Marcela M.; Wang, Cheng; Wu, Chuan-De; Lin, Wenbin^*

来源：Journal of the American Chemical Society, 2012, 134(22): 9050-9053.

DOI：10.1021/ja302110d

• NANOSCALE COORDINATION POLYMERS
• ENANTIOMERIC EXCESS
• RAPID-DETERMINATION
• HYDROGEN STORAGE
• PROTON-TRANSFER
• RECOGNITION
• STATE
• PHOTORACEMIZATION
• DENDRIMERS
• PLATFORM

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.

• 出版日期2012-6-6