Reductive cleavage of the carbon??phosphorus bond with alkali metals. I. Cleavage of functionalised triphenylphosphines; formation of secondary and primary …

PHM Budzelaar, JA van Doorn…

Index: Budzelaar, Peter H. M.; Doorn, Johannes A. van; Meijboom, Nico Recueil des Travaux Chimiques des Pays-Bas, 1991 , vol. 110, # 10 p. 420 - 432

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Citation Number: 37

Abstract

Abstract The reductive cleavage reaction of functionalised triphenylphosphines 1–34 with Na/NH 3 and Li/THF depends strongly on the nature of the functionality and on the reducing agent. No reduction occurs with 11, 24, 30, 31 and 32 in Na/NH 3. Compounds 3, 4, 5, 10, 12, 13, 15, 19, 23, 25, 26 and 27 cleave to give the secondary phosphide in high yield with Na/NH 3, whereas 2, 7 and 9 give a high yield with Li/THF. Reduction occurs but cleavage ...