PROTONATED AMINE TRANSPORT AND CHIRAL RECOGNITION BY 1,2,4-TRIAZOLE ODANDS AND MACROCYCLES

被引:12
作者
ECHEGOYEN, L
MARTINEZDIAZ, MV
DEMENDOZA, J
TORRES, T
VICENTEARANA, MJ
机构
[1] UNIV AUTONOMA MADRID,DEPT QUIM,CANTOBLANCO,E-28049 MADRID,SPAIN
[2] UNIV MIAMI,DEPT CHEM,CORAL GABLES,FL 33124
关键词
D O I
10.1016/S0040-4020(01)88322-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Transport of ammonium salts across a bulk liquid membrane with chiral macrocycles and podands containing a 1,2,4-triazole subunit takes place with moderate enantioselectivity. Good transport rates were found for both podands and macrocycles, but chiral recognition was less effective with podands.
引用
收藏
页码:9545 / 9552
页数:8
相关论文
共 29 条
[1]  
ALONSO JM, 1987, HETEROCYCLES, V26, P989
[2]  
AUCHI M, 1987, J ORG CHEM, V52, P2420
[3]   PROTON-IONIZABLE CROWN COMPOUNDS .1. SYNTHESIS, COMPLEXATION PROPERTIES, AND STRUCTURAL STUDIES OF MACROCYCLIC POLYETHER DIESTER LIGANDS CONTAINING A TRIAZOLE SUBCYCLIC UNIT [J].
BRADSHAW, JS ;
CHAMBERLIN, DA ;
HARRISON, PE ;
WILSON, BE ;
ARENA, G ;
DALLEY, NK ;
LAMB, JD ;
IZATT, RM .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (17) :3065-3069
[4]   ENANTIOMERIC RECOGNITION OF ORGANIC AMMONIUM-SALTS BY CHIRAL DIALKYL-SUBSTITUTED, DIALKENYL-SUBSTITUTED, AND TETRAMETHYL-SUBSTITUTED PYRIDINO-18-CROWN-6 AND TETRAMETHYL-SUBSTITUTED BIS-PYRIDINO-18-CROWN-6 LIGANDS - COMPARISON OF TEMPERATURE-DEPENDENT H-1-NMR AND EMPIRICAL FORCE-FIELD TECHNIQUES [J].
BRADSHAW, JS ;
HUSZTHY, P ;
MCDANIEL, CW ;
ZHU, CY ;
DALLEY, NK ;
IZATT, RM ;
LIFSON, S .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (10) :3129-3137
[5]  
BRINGMANN G, 1989, SYNTHESIS-STUTTGART, V8, P608
[6]   CHIRAL RECOGNITION BY CONFIGURATIONALLY CHIRAL CRYPTANDS [J].
CURTIS, WD ;
LAIDLER, DA ;
STODDART, JF ;
JONES, GH .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (20) :835-837
[7]   ENANTIOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACID DERIVATIVES VIA THE STEREOSELECTIVE ALKYLATION OF A HOMOCHIRAL GLYCINE ENOLATE SYNTHON [J].
DELLARIA, JF ;
SANTARSIERO, BD .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (16) :3916-3926
[8]  
DEMENDOZA J, 1992, SYNTHESIS-STUTTGART, P398
[9]   DIASTEREOMERIC COMPLEX-FORMATION BETWEEN A NOVEL OPTICALLY-ACTIVE HOST AND NAPROXEN IN AQUEOUS-SOLUTION [J].
DHARANIPRAGADA, R ;
DIEDERICH, F .
TETRAHEDRON LETTERS, 1987, 28 (22) :2443-2446
[10]   CHIRAL RECOGNITION IN MOLECULAR COMPLEXING [J].
KYBA, EB ;
KOGA, J ;
SOUSA, LR ;
SIEGEL, MG ;
CRAM, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (08) :2692-2693