STRUCTURE AND CONFORMATION OF PYRIDINO-18-CROWN-6 AND DIESTERPYRIDINO-18-CROWN-6 COMPLEXES WITH PRIMARY AMMONIUM-SALTS IN SOLUTION AND CRYSTALLINE STATES

被引：33

作者：

IZATT, RM

ZHU, CY

DALLEY, NK

CURTIS, JC

KOU, XL

BRADSHAW, JS

机构：

[1] Department of Chemistry, Brigham Young University, Provo, Utah

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 1992年 / 5卷 / 10期

关键词：

D O I：

10.1002/poc.610051007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Structures in CD3OD-CDCl3 mixtures of pyridino-18-crown-6 and diesterpyridino-18-crown-6 complexes with primary ammonium cations containing an alpha-phenyl group were found to be significantly different. The pi-pi overlap between the alpha-phenyl group of the ammonium cation and the pyridine ring of the ligand occurs in the pyridino-18-crown-6 complexes but not in the diesterpyridino-18-crown-6 complexes. The solution structure of a diesterpyridino-18-crown-6 complex with an alpha-phenyl-containing primary ammonium cation was also found to differ markedly from the corresponding crystal structure in that pi-pi overlap occurs in the crystal structure, but not in the solution structure.

引用

页码：656 / 662

页数：7

共 14 条

[1] ENANTIOMERIC RECOGNITION OF ORGANIC AMMONIUM-SALTS BY CHIRAL DIALKYL-SUBSTITUTED, DIALKENYL-SUBSTITUTED, AND TETRAMETHYL-SUBSTITUTED PYRIDINO-18-CROWN-6 AND TETRAMETHYL-SUBSTITUTED BIS-PYRIDINO-18-CROWN-6 LIGANDS - COMPARISON OF TEMPERATURE-DEPENDENT H-1-NMR AND EMPIRICAL FORCE-FIELD TECHNIQUES [J].