SYNTHESIS AND CHEMISTRY OF PERFLUORO MACROCYCLES

被引：32

作者：

LIN, TY ^{[1
]}

LIN, WH ^{[1
]}

CLARK, WD ^{[1
]}

LAGOW, RJ ^{[1
]}

LARSON, SB ^{[1
]}

SIMONSEN, SH ^{[1
]}

LYNCH, VM ^{[1
]}

BRODBELT, JS ^{[1
]}

MALEKNIA, SD ^{[1
]}

LIOU, CC ^{[1
]}

机构：

[1] UNIV TEXAS, DEPT CHEM, AUSTIN, TX 78712 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1994年 / 116卷 / 12期

关键词：

D O I：

10.1021/ja00091a022

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The perfluoro macrocycles perfluoro-18-crown-6, perfluoro-12-crown-4, perfluoro-15-crown-5, perfluorocyclohexano-15-crown-5, perfluorodicyclohexano-18-crown-6, perfluorodicyclohexano-24-crown-8, and perfluoro-4,7,13,16,21,24-hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane(perfluorocryptand[222]) have been prepared by carefully controlled elemental fluorination. Although they are much weaker bases than their hydrocarbon analogues, these perfluoromacrocycles are very stable materials which should have a number of applications. The crystal structures of perfluoro-18-crown-6 and of a perfluorodicyclohexano-18-crown-6 isomer are reported. Gas-phase studies with several perfluoro crown ethers and with the perfluorocryptand [222] have shown that such macrocycles tenaciously bind O-2(-) and F-. Perfluoro crown ethers and cryptands coordinate anions preferentially over cations. The collisionally activated mass spectra of several perfluoro macrocyclic ions are described.

引用

页码：5172 / 5179

页数：8

共 42 条

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