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Titolo:
SYNTHESIS AND COMPLEXATION BEHAVIOR OF SOME CROWN-ETHERS DERIVED FROMD-HEXOPYRANOSIDES AND D-MANNITOL TOWARDS RACEMIC PHENYLGLYCENE SALTS
Autore:
JOLY JP; NAZHAOUI M; DUMONT B;
Indirizzi:
UNIV NANCY 1,FAC SCI,METHODOL & SYNTHESE ENANTIOSPECIF BIOMOLEC,CNRS,URA 486,BP 239 F-54506 VANDOEUVRE NANCY FRANCE
Titolo Testata:
Bulletin de la Societe chimique de France
fascicolo: 4, volume: 131, anno: 1994,
pagine: 369 - 380
SICI:
0037-8968(1994)131:4<369:SACBOS>2.0.ZU;2-K
Fonte:
ISI
Lingua:
ENG
Soggetto:
HOST-GUEST COMPLEXATION; AMINO-ACID ENANTIOMERS; LIGAND-EXCHANGE CHROMATOGRAPHY; CHIRAL RECOGNITION; ESTER SALTS; PHASE; RESOLUTION; SEPARATION;
Keywords:
CROWN ETHERS; HEXOPYRANOSIDES; D-MANNITOL; MONOPLATE PARTITIONING; ENANTIOSELECTIVITY;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
35
Recensione:
Indirizzi per estratti:
Citazione:
J.P. Joly et al., "SYNTHESIS AND COMPLEXATION BEHAVIOR OF SOME CROWN-ETHERS DERIVED FROMD-HEXOPYRANOSIDES AND D-MANNITOL TOWARDS RACEMIC PHENYLGLYCENE SALTS", Bulletin de la Societe chimique de France, 131(4), 1994, pp. 369-380

Abstract

Eleven crown ethers, nine of the [18-6] type, one of the [19-6] type and one of the [20-6] type, incorporating a catechol, a resorcinol or a substituted catechol unit, were synthesized in good yields from D-hexopyranosides or D-mannitol ketals via a two-step method. These macrocycles and some of their 4-0-alkyl derivatives (in the case of the glucopyranosides) were then tested for chiral recognition towards the enantiomers of phenylglycine as its methyl ester salt. Monoplate partitioning experiments between deutero chloroform and deuterium oxide monitored by proton NMR showed that only three [18-6] derivatives of D-mannitol (hosts 12, 14 and 15) manifested enantioselectivity at 273 K.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 07/07/20 alle ore 12:45:15