
TY  - JOUR
A1  - Brophy, JJ 
A1  - Gallagher, MJ 
T1  - Phosphonium salts. II. The reaction of bis-phosphonium salts with metal hydrides
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1969
VL  - 22
IS  - 7
SP  - 1399
EP  - 1404
KW  - 
UR  - https://doi.org/10.1071/CH9691399 
N2  - 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%). 
ER  -

