title: Enantioselective recognition of carboxylates: a receptor derived from alpha-aminoxy acids functions as a chiral shift reagent for carboxylic acids.
abstract: Enantioselective recognition of carboxylates has important implications in asymmetric synthesis and drug discovery. We have prepared a novel C2-symmetric receptor 1 from alpha-aminoxy acids in a high overall yield. A series of chiral recognition studies indicate that receptor 1 not only can bind to carboxylate ions tightly but also has a good ability to recognize enantiomers of a broad variety of carboxylic acids in the 1H NMR spectra. Thus, the receptor 1 can be used as a chiral shift reagent for the determination of enantiomeric purities of chiral carboxylic acids by 1H NMR directly and rapidly.
authors.affiliation: Department of Chemistry, Fudan University, Shanghai, China, Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, China.
authors.forename: Dan
authors.initials: D
authors.lastname: Yang
authors.forename: Xiang
authors.initials: X
authors.lastname: Li
authors.forename: Yun-Fei
authors.initials: YF
authors.lastname: Fan
authors.forename: Dan-Wei
authors.initials: DW
authors.lastname: Zhang
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002264:Carboxylic Acids / Q000032:analysis / Q000737:chemistry*; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008333:Mandelic Acids / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D002264:Carboxylic Acids; D008333:Mandelic Acids; C037938:mandelic acid