New chiral solvating agents for carboxylic acids: discrimination of enantiotopic nuclei and binding properties

被引：47

作者：

Bilz, A ^{[1
]}

Stork, T ^{[1
]}

Helmchen, G ^{[1
]}

机构：

[1] Univ Heidelberg, Inst Organ Chem, D-69120 Heidelberg, Germany

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 24期

关键词：

D O I：

10.1016/S0957-4166(97)00586-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

New chiral hosts for carboxylic acids have been synthesized and their capacity for discrimination of enantiotopic nuclei explored by NMR. In addition, binding properties were examined by H-1 NMR titration experiments and molecular mechanics calculations. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：3999 / 4002

页数：4

共 13 条

[1]

BAXTER CAR, 1992, TETRAHEDRON LETT, P3357

[2] A CHIRAL SOLVATING AGENT FOR DIRECT NMR ASSAY OF THE ENANTIOMERIC PURITY OF CARBOXYLIC-ACIDS [J].

FULWOOD, R ;

PARKER, D .

TETRAHEDRON-ASYMMETRY, 1992, 3 (01) :25-28

[3] 1,2-DIPHENYLETHANE-1,2-DIAMINE - AN EFFECTIVE NMR CHIRAL SOLVATING AGENT FOR CHIRAL CARBOXYLIC-ACIDS [J].

FULWOOD, R ;

PARKER, D .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (01) :57-64

[4] MOLECULAR RECOGNITION - A REMARKABLY SIMPLE RECEPTOR FOR THE SELECTIVE COMPLEXATION OF DICARBOXYLIC-ACIDS [J].

GARCIATELLADO, F ;

GOSWAMI, S ;

CHANG, SK ;

GEIB, SJ ;

HAMILTON, AD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (20) :7393-7394

[5]

GUETTE JP, 1968, CR ACAD SCI C CHIM, V276, P166

[6] MOLECULAR RECOGNITION AND CATALYSIS - ACCELERATION OF PHOSPHODIESTER CLEAVAGE BY A SIMPLE HYDROGEN-BONDING RECEPTOR [J].

JUBIAN, V ;

DIXON, RP ;

HAMILTON, AD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (03) :1120-1121

[7]

JURSIC BS, 1995, TETRAHEDRON-ASYMMETR, V5, P1711

[8]

LINDNER HJ, 1986, LIEBIGS ANN CHEM, P687

[9]

Pirkle W.H., 1982, TOP STEREOCHEM, V13, P263

[10] SEMIANALYTICAL TREATMENT OF SOLVATION FOR MOLECULAR MECHANICS AND DYNAMICS [J].

STILL, WC ;

TEMPCZYK, A ;

HAWLEY, RC ;

HENDRICKSON, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (16) :6127-6129

← 1 2 →