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Titolo:
Utility of crown ethers derived from methyl beta-D-galactopyranoside and their lanthanide couples as chiral NMR discriminating agents
Autore:
Wenzel, TJ; Thurston, JE; Sek, DC; Joly, JP;
Indirizzi:
Bates Coll, Dept Chem, Lewiston, ME 04240 USA Bates Coll Lewiston ME USA 04240 Coll, Dept Chem, Lewiston, ME 04240 USA Univ Nancy 1, Fac Sci, CNRS, UMR 7565,Grp Sucres, F-54506 Vandoeuvre Nancy, France Univ Nancy 1 Vandoeuvre Nancy France F-54506 06 Vandoeuvre Nancy, France
Titolo Testata:
TETRAHEDRON-ASYMMETRY
fascicolo: 8, volume: 12, anno: 2001,
pagine: 1125 - 1130
SICI:
0957-4166(20010521)12:8<1125:UOCEDF>2.0.ZU;2-I
Fonte:
ISI
Lingua:
ENG
Soggetto:
HOST-GUEST COMPLEXATION; SHIFT-REAGENTS; ORGANIC SALTS; AMINO-ACID; RECOGNITION; TRANSPORT; UNITS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
26
Recensione:
Indirizzi per estratti:
Indirizzo: Wenzel, TJ Bates Coll, Dept Chem, Lewiston, ME 04240 USA Bates Coll Lewiston ME USA 04240 Chem, Lewiston, ME 04240 USA
Citazione:
T.J. Wenzel et al., "Utility of crown ethers derived from methyl beta-D-galactopyranoside and their lanthanide couples as chiral NMR discriminating agents", TETRAHEDR-A, 12(8), 2001, pp. 1125-1130

Abstract

Two chiral crown ethers derived from methyl beta -D-galactopyranoside are examined as chiral NMR discriminating agents for protonated primary amines.amino alcohols. and amino acids. In combination, the solubility and use ofthe two crown ethers span a range of common NMR solvents including chloroform. acetonitrile. and methanol. which are compatible with the solubilitiesof various protonated amines. Enantiomeric discrimination is observed in the spectra of most substrates in the presence of the crown ethers. In several cases. the enantiomeric discrimination is larger than observed with previously reported chiral crown ethers. The crown ether V contains a beta -diol unit capable of forming a chelate bond with lanthanide(III) ions. Adding ytterbium(III)nitrate to NMR samples in acetonitrile containing V causes substantial enhancements in the enantiodiscrimination in the spectra of several substrates. (C) 2001 Elsevier Science Ltd. All rights reserved.

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Documento generato il 15/07/20 alle ore 06:42:39