title: Supramolecular method for the determination of absolute configuration of chiral compounds: theoretical derivatization and a demonstration for a phenolic crown ether-2-amino-1-ethanol system.
abstract: A combination of anisotropic shielding effect and temperature dependence of NMR chemical shifts makes it possible to develop a supramolecular method for determination of absolute configuration of chiral compounds. The concept, theoretical derivatization, and first demonstration of this daedal noncovalent method using a host-guest system is described. This noncovalent method requires only three substrate solutions and can in principle be applied to any host-guest systems that follow the van't Hoff relation and have a clear anisotropic shielding effect based on a well-defined complex structure regardless of the extent of enantiomer selectivity.
authors.affiliation: Division of Frontier Materials Science, Graduate School of Engineering Science, Osaka University, 1-3 Machikaneyama, Toyonaka, Osaka 560-8531, Japan. hirose@chem.es.osaka-u.ac.jp
authors.forename: Keiji
authors.initials: K
authors.lastname: Hirose
authors.forename: Yoko
authors.initials: Y
authors.lastname: Goshima
authors.forename: Takanori
authors.initials: T
authors.lastname: Wakebe
authors.forename: Yoshito
authors.initials: Y
authors.lastname: Tobe
authors.forename: Koichiro
authors.initials: K
authors.lastname: Naemura
mesh_terms: D043844:Crown Ethers / Q000737:chemistry*; D004983:Ethanolamines / Q000737:chemistry*; D008722:Methods; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D043844:Crown Ethers; D004983:Ethanolamines