Exceptional chiral recognition of racemic carboxylic acids by calix[4]arenes bearing optically pure (α,ß-amino alcohol groups

被引：138

作者：

Zheng, YS ^{[1
]}

Zhang, C ^{[1
]}

机构：

[1] Huazhong Univ Sci & Technol, Dept Chem, Wuhan 430074, Peoples R China

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 08期

关键词：

D O I：

10.1021/ol036122o

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Calixarenes bearing optically pure alpha,beta-amino alcohol groups at their lower rim exhibit exceptional and efficient chiral recognition ability in discrimination of racemic mandelic acid, 2,3-dibenzoyltartaric acid and 2-hydroxy-3-methylbutyric acid.

引用

页码：1189 / 1192

页数：4

共 24 条

[1]

Bisson AP, 1998, CHEM-EUR J, V4, P845, DOI 10.1002/(SICI)1521-3765(19980515)4:5<845::AID-CHEM845>3.0.CO

[2]

2-#

[3] Synthesis, antimicrobial activity and binding properties of calix[4]arene based vancomycin mimics [J].

Casnati, A ;

Fabbi, M ;

Pelizzi, N ;

Pochini, A ;

Sansone, F ;

Ungaro, R ;

DiModugno, E ;

Tarzia, G .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (22) :2699-2704

[4] Synthetic receptors for carboxylic acids and carboxylates [J].

Fitzmaurice, RJ ;

Kyne, GM ;

Douheret, D ;

Kilburn, JD .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (07) :841-864

[5]

GARCIATELLADO F, 1991, CHEM COMMUN, P1761

[6] Troger's base molecular scaffolds in dicarboxylic acid recognition [J].

Goswami, S ;

Ghosh, K ;

Dasgupta, S .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (07) :1907-1914

[7] Determination of the enantiomeric composition of chiral amines based on the quenching of the fluorescence of a chiral calixarene [J].

Grady, T ;

Harris, SJ ;

Smyth, MR ;

Diamond, D ;

Hailey, P .

ANALYTICAL CHEMISTRY, 1996, 68 (21) :3775-3782

[8] Design, synthesis, and enantiomeric recognition of dicyclodipeptide-bearing calix[4]arenes: a promising family for chiral gas sensor coatings [J].

Guo, W ;

Wang, J ;

Wang, C ;

He, JQ ;

He, XW ;

Cheng, JP .

TETRAHEDRON LETTERS, 2002, 43 (32) :5665-5667

[9]

Gutsche C.D., 1989, Calixarenes

[10] Synthetic receptors [J].

Hartley, JH ;

James, TD ;

Ward, CJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (19) :3155-3184

← 1 2 3 →