COMPUTATIONAL STUDIES OF CALIX[4]ARENE HOMOLOGS - INFLUENCE OF 5,11,17,23-SUBSTITUENTS AND 25,26,27,28-SUBSTITUENTS ON THE RELATIVE STABILITY OF 4 CONFORMERS

被引：67

作者：

HARADA, T

RUDZINSKI, JM

OSAWA, E

SHINKAI, S

机构：

[1] ERATO,RES DEV CORP JAPAN,CHEMIRECOGN PROJECT,AIKAWA 24323,KURUME,FUKUOKA 830,JAPAN

[2] FQS LTD,HAKATA KU,FUKUOKA 812,JAPAN

[3] TOYOHASHI UNIV TECHNOL,TOYOHASHI 441,JAPAN

[4] KYUSHU UNIV,FAC ENGN,DEPT ORGAN SYNTH,HIGASHI KU,FUKUOKA 812,JAPAN

来源：

TETRAHEDRON | 1993年 / 49卷 / 27期

关键词：

D O I：

10.1016/S0040-4020(01)87180-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The effects of 5,11,17,23- and 25,26,27,28-substitutents on the relative stability of four conformers of calix[4]arene are discussed on the basis of a computational method using molecular mechanics (MM3) calculations. It is shown that a substituent in the lower rim site has a decisive role in the determination of the stability order among four conformers of calix[4]arene, while a substituent in the upper rim site only slightly affects the energy differences. It is also shown that in [1(4)]metacyclophanes with no substituent in the lower rim the structure of 1,2-alternate conformers is very different from the typical 1,2-alternate structure common to calix[4]arenes.

引用

页码：5941 / 5954

页数：14

共 28 条

[1] MOLECULAR INCLUSION IN FUNCTIONALIZED MACROMOLECULES .15. PARA-TERT-BUTYLCALIX[4]ARENE TETRA-ACETAMIDE - A NEW STRONG RECEPTOR FOR ALKALI CATIONS [J].