CONFORMATIONAL PROPERTIES OF THE CALIX[4]NAPHTHALENES

被引:8
作者
GEORGHIOU, PE
LI, ZP
机构
[1] Department of Chemistry, Memorial University of Newfoundland, St. John's, A1B 3X7, Newfoundland
来源
JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY | 1994年 / 19卷 / 1-4期
关键词
1-NAPHTHOL; FORMALDEHYDE; CALIX[4]ARENES; CALIX[4]NAPHTHALENES; NMR; CONFORMATIONAL ANALYSIS;
D O I
10.1007/BF00708974
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The base-catalyzed condensation of 1-naphthol and formaldehyde in refluxing dimethylformamide affords three isomeric cyclic tetramers which are conformationally flexible over a wide temperature range. Their tetrabenzoate esters however show restricted flexibility. Variable-temperature NMR and low-temperature COSY is used to analyze the conformational preferences of these calix[4]naphthalenes.
引用
收藏
页码:55 / 66
页数:12
相关论文
共 14 条
[1]  
Abel J., 1892, BER, V25, P3477
[2]  
BRESLAUER J, 1907, BER, V40, P3785
[3]  
Donaldson N., 1958, CHEM TECHNOLOGY NAPH
[4]  
GEORGHIOU P, UNPUB
[5]   CALIX[4]NAPHTHALENES - CYCLIC TETRAMERS OF 1-NAPHTHOL AND FORMALDEHYDE [J].
GEORGHIOU, PE ;
LI, ZP .
TETRAHEDRON LETTERS, 1993, 34 (18) :2887-2890
[6]  
Gutsche C.D., 1989, MONOGRAPHS SUPRAMOLE, V1
[7]  
GUTSCHE CD, 1991, TOPICS INCLUSION SCI
[8]  
HOGBERG AGS, 1980, J AM CHEM SOC, V102, P6046
[9]  
HOSAEUS H, 1892, BER, V25, P3213
[10]   C-13 NMR CHEMICAL-SHIFTS - A SINGLE RULE TO DETERMINE THE CONFORMATION OF CALIX[4]ARENES [J].
JAIME, C ;
DEMENDOZA, J ;
PRADOS, P ;
NIETO, PM ;
SANCHEZ, C .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (10) :3372-3376