ON THE STEREOCHEMICAL CONTROL OF COMPLEXATION IN TETRAHYDROPYRANOID PODAND IONOPHORES

被引：33
作者：
ERICKSON, SD
STILL, WC
机构：
[1] Department of Chemistry, Columbia University, New York
来源：
TETRAHEDRON LETTERS | 1990年 / 31卷 / 30期
基金：
美国国家卫生研究院;
关键词：
D O I：
10.1016/S0040-4039(00)97593-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
To test a proposal that stereochemistry can be used rationally to control the binding properties of ionophores, a new podand (3) has been prepared and studied. Unlike the previously prepared stereoisomeric podand 2 which has substitution and stereochemistry which enforces a single tetradentate binding conformation, 3 has been designed to avoid conformations in which all four oxygens can simultaneously coordinate with an ion. © 1990.
引用
收藏
页码：4253 / 4256
页数：4
相关论文
共 11 条
[1]   Volumes and hydration warmth of ions [J].
Born, M .
ZEITSCHRIFT FUR PHYSIK, 1920, 1 :45-48
[2]   AN INTERNAL COORDINATE MONTE-CARLO METHOD FOR SEARCHING CONFORMATIONAL SPACE [J].
CHANG, G ;
GUIDA, WC ;
STILL, WC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) :4379-4386
[3]   PREORGANIZATION - FROM SOLVENTS TO SPHERANDS [J].
CRAM, DJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (12) :1039-1057
[4]   THE RELATIONSHIP BETWEEN PROTON-PROTON NMR COUPLING-CONSTANTS AND SUBSTITUENT ELECTRONEGATIVITIES .1. AN EMPIRICAL GENERALIZATION OF THE KARPLUS EQUATION [J].
HAASNOOT, CAG ;
DELEEUW, FAAM ;
ALTONA, C .
TETRAHEDRON, 1980, 36 (19) :2783-2792
[5]   ENANTIOSELECTIVE COMPLEXATION WITH A CONFORMATIONALLY HOMOGENEOUS C2 PODAND IONOPHORE [J].
IIMORI, T ;
ERICKSON, SD ;
RHEINGOLD, AL ;
STILL, WC .
TETRAHEDRON LETTERS, 1989, 30 (50) :6947-6950
[6]   PODAND IONOPHORES - A NEW CLASS OF NONMACROCYCLIC YET PREORGANIZED HOSTS FOR CATIONS [J].
IIMORI, T ;
STILL, WC ;
RHEINGOLD, AL ;
STALEY, DL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (09) :3439-3440
[7]  
KOENIG KE, 1973, J AM CHEM SOC, V95, P2962
[8]   THERMODYNAMICS OF ION HYDRATION AS A MEASURE OF EFFECTIVE DIELECTRIC PROPERTIES OF WATER [J].
NOYES, RM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (04) :513-+
[9]   THE EFFECT OF SUBSTITUTION AND STEREOCHEMISTRY ON ION BINDING IN THE POLYETHER IONOPHORE MONENSIN [J].
SMITH, PW ;
STILL, WC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) :7917-7919
[10]  
STILL WC, 1987, TETRAHEDRON LETT, V25, P2817
12