New chiral molecular tweezers with a bis-Troger's base skeleton

被引：89

作者：

Pardo, C ^{[1
]}

Sesmilo, E

Gutiérrez-Puebla, E

Monge, A

Elguero, J

Fruchier, A

机构：

[1] Univ Complutense Madrid, Fac Ciencias Quim, Dept Quim Organ 1, E-28040 Madrid, Spain

[2] CSIC, Inst Ciencia Mat, E-28049 Madrid, Spain

[3] CSIC, Inst Quim Med, E-28003 Madrid, Spain

[4] ENSCM, Chim Organ, F-34053 Montpellier 1, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 05期

关键词：

D O I：

10.1021/jo0010882

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient synthesis of 5 alpha ,8 alpha ,14 alpha ,17 alpha -5,17:8,14-dimethano-5,8,14,17,-tetraaza-5,6,7,8,13,14,17,18-octahydrodibenzo [e,e']benzo[1,2-alpha :3,4-a'] dicyclooctene derivatives is described, and the compounds have been fully characterized by NMR; in some cases, the molecular structure has been determined by X-ray crystallography. These compounds represent the first examples of a new class of molecular tweezers.

引用

页码：1607 / 1611

页数：5

共 30 条

[1] CHEMISTRY OF SYNTHETIC RECEPTORS AND FUNCTIONAL-GROUP ARRAYS .10. ORDERLY FUNCTIONAL-GROUP DYADS - RECOGNITION OF BIOTIN AND ADENINE-DERIVATIVES BY A NEW SYNTHETIC HOST [J].

ADRIAN, JC ;

WILCOX, CS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (20) :8055-8057

[2] THE CHEMISTRY OF SYNTHETIC RECEPTORS AND FUNCTIONAL GROUP ARRAYS .19. GENERAL EFFECTS OF BINDING-SITE WATER EXCLUSION ON HYDROGEN-BOND BASED MOLECULAR RECOGNITION SYSTEMS - A CLOSED BINDING-SITE IS LESS AFFECTED BY ENVIRONMENTAL-CHANGES THAN AN OPEN SITE [J].

ADRIAN, JC ;

WILCOX, CS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (04) :1398-1403

[3] CLATHRATE FORMATION WITH TROEGER BASE ANALOGS [J].

BOND, DR ;

SCOTT, JL .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1991, (01) :47-51

[4] AZOLYL SUBSTITUTED TROGER BASES [J].

CERRADA, L ;

CUDERO, J ;

ELGUERO, J ;

PARDO, C .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (23) :1713-1714

[5] MOLECULAR RECOGNITION IN AQUEOUS-MEDIA - CONFORMATIONALLY RESTRICTED WATER-SOLUBLE CYCLOPHANES DERIVED FROM 6H,12H-5,11-METHANODIBENZO[B,F][1,5]DIAZOCINE [J].

COWART, MD ;

SUCHOLEIKI, I ;

BUKOWNIK, RR ;

WILCOX, CS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (18) :6204-6210

[6] PORPHYRIN ANALOGS OF TROGERS BASE - LARGE CHIRAL CAVITIES WITH A BIMETALLIC BINDING-SITE [J].

CROSSLEY, MJ ;

HAMBLEY, TW ;

MACKAY, LG ;

TRY, AC ;

WALTON, R .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (10) :1077-1079

[7] Synthesis of accurate distance models of the primary donor primary acceptor pair of bacterial photosynthetic reaction centres [J].

Crossley, MJ ;

Try, AC ;

Walton, R .

TETRAHEDRON LETTERS, 1996, 37 (37) :6807-6810

[8] Synthesis and molecular structure of heterocyclic Troger's bases derived from C-amino heterocycles [J].

Cudero, J ;

Pardo, C ;

Ramos, M ;

GutierrezPuebla, E ;

Monge, A ;

Elguero, J .

TETRAHEDRON, 1997, 53 (06) :2233-2240

[9]

Demeunynck M, 1999, PROG HET CH, V11, P1, DOI 10.1016/S0959-6380(99)80003-8

[10] 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

← 1 2 3 →