PHOSPHONIUM SALTS .2. REACTION OF BIS-PHOSPHONIUM SALTS WITH METAL HYDRIDES

被引:10
作者
BROPHY, JJ
GALLAGHE.MJ
机构
[1] Department of Organic Chemistry, University of New South Wales, Kensington, NSW, 2033
基金
澳大利亚研究理事会;
关键词
D O I
10.1071/CH9691399
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ethane-1,2-bis-phosphonium salts are cleaved by sodium hydride to phos- phines in 55–80% yields with loss of the two-carbon bridge. The reaction is independent of the substituents at the phosphorus atoms. The same reaction is observed with an ethene-1,2-bis-salt and with but- 2-ene-1,4-bis(triphenylphosphonium) dibromide. It is suggested that a phosphorane is formed which subsequently fragments in a manner analogous to alkaline hydrolysis. Lithium aluminium hydride behaves similarly but loss of the bridge is competitive with loss of benzyl groups, and yields are generally better (> 70%). © 1969, CSIRO. All rights reserved.
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页码:1399 / &
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