SYNTHESIS AND REACTIONS OF SOME TETRAALKOXYPHOSPHONIUM SALTS

被引：27

作者：

FINLEY, JH

DENNEY, DZ

DENNEY, DB

机构：

[1] Department of Chemistry, Rutgers University, New Brunswick, New Jersey

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1969年 / 91卷 / 21期

关键词：

D O I：

10.1021/ja01049a021

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Several relatively stable tetraalkoxyphosphonium salts were synthesized by reactions involving phosphates and trialkyloxonium fluoroborates. Their proton and 31P nmr spectra were studied. The acyclic salts underwent slow decomposition at room temperature to give alkyl fluorides and boron trifluoride complexes of the parent phosphates. With certain five-membered tetraalkoxyphosphonium fluoroborates facile ring-opening reactions were observed which gave carbonyl compounds by typical Wagner-Meerwein shifts. Studies on the reactivity of the acyclic salts showed that they are strong alkylating reagents. For example, tetraethoxyphospho-nium fluoroborate (1) underwent quantitative reactions with some strong nucleophiles to give typical Arbusov products. In addition, 1 was found to participate in exchange reactions with methanol or sodium methoxide. © 1969, American Chemical Society. All rights reserved.

引用

页码：5826 / &

共 13 条

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