CIS-CYCLOHEXYL-15-CROWN-5 ETHER - DYNAMIC STEREOCHEMISTRY IN SOLUTION AS STUDIED BY C-13 NMR TECHNIQUES

被引：15

作者：

BUCHANAN, GW

BOURQUE, K

DIEDRICH, GK

KHAN, MZ

机构：

[1] Ottawa-Carleton Chemistry Institute, Department of Chemistry, Carleton University, Ottawa

来源：

MAGNETIC RESONANCE IN CHEMISTRY | 1987年 / 25卷 / 01期

关键词：

!sup]13[!/sup]C NMR; cis‐Cyclohexyl‐15‐crown‐5; ether; Dynamic stereochemistry; Relaxation times; Sodium or potassium ion complexation;

D O I：

10.1002/mrc.1260250116

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

13C NMR spectra of cis‐cyclohexyl‐15‐crown‐5 ether in the temperature range 298–173 K have been recorded. A single degenerate conformational process, attributed to cyclohexyl ring inversion, has been detected with a barrier of ca 10.3 kcal mol‐1. Sodium ion complexation increases this barrier by ca 0.5 kcal mol−1, whereas potassium ion complexation has no measurable effect. Spin‐lattice relaxation time results also indicate more effective complexation of sodium ion than potassium ion by the macrocyclic crown ether system. Copyright © 1987 John Wiley & Sons Ltd.

引用

页码：65 / 68

页数：4

共 9 条

[1] APPLICATION OF C-13 NUCLEAR MAGNETIC-RESONANCE TO THE CONFORMATIONAL-ANALYSIS OF VICINALLY DISUBSTITUTED AND TRISUBSTITUTED CYCLOHEXANES - HALOHYDRINS, METHOXYHALOHYDRINS, AND THEIR ACETATES [J].