A NEW FAMILY OF CHIRAL BINAPHTHYL-DERIVED CYCLOPHANE RECEPTORS - COMPLEXATION OF PYRANOSIDES

被引:175
作者
ANDERSON, S
NEIDLEIN, U
GRAMLICH, V
DIEDERICH, F
机构
[1] ETH ZENTRUM,ORGAN CHEM LAB,CH-8092 ZURICH,SWITZERLAND
[2] ETH ZENTRUM,INST KRISTALLOG & PETROG,ZURICH,SWITZERLAND
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 15期
关键词
BIARYLS; CARBOHYDRATES; CYCLOPHANES; HYDROGEN BONDING; MOLECULAR RECOGNITION;
D O I
10.1002/anie.199515961
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Even in the presence of a protic solvent (up to 20% v/v CD3OD) the optically active cyclophane tetraanion in (R,R,R,R)‐1 binds to carbohydrates such as 1‐O‐octyl‐β‐D‐glycopyranoside. In addition, neutral cyclophanes with similarly highly organized cavities are suitable binders in chloroform. The macrocycles are synthesized by Glaser–Hay coupling of novel chiral diethynylated 1,1'‐binaphthyl monomers. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:1596 / 1600
页数:5
相关论文
共 35 条
[31]   STEREOSPECIFIC PALLADIUM-CATALYZED COUPLING REACTIONS OF VINYL IODIDES WITH ACETYLENIC TIN REAGENTS [J].
STILLE, JK ;
SIMPSON, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (07) :2138-2152
[32]   A CONVENIENT SYNTHESIS OF ETHYNYLARENES AND DIETHYNYLARENES [J].
TAKAHASHI, S ;
KUROYAMA, Y ;
SONOGASHIRA, K ;
HAGIHARA, N .
SYNTHESIS-STUTTGART, 1980, (08) :627-630
[33]  
TORII S, 1992, SYNLETT, P515
[34]   ENZYMES IN ORGANIC-SYNTHESIS - APPLICATION TO THE PROBLEMS OF CARBOHYDRATE-RECOGNITION .1. [J].
WONG, CH ;
HALCOMB, RL ;
ICHIKAWA, Y ;
KAJIMOTO, T .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (04) :412-432
[35]  
WONG CH, 1995, ANGEW CHEM, V107, P453