Journal of the Chemical Society. Perkin transactions I p. 736 - 740 (1981)
Update date:2022-08-11
Topics:
Harger, Martin J. P.
Stephen, Michael A.
On photolysis in methanol di-t-butylphosphinic azide (4; R=But) rearranges with loss of nitrogen to give methyl NP-di-t-butylphosphonamidate (6; R=But, X=OMe) (71percent), presumably by way of a monomeric metaphosphonimidate (5; R=But) which is trapped by the solvent.Analogous rearrangements occur in other alkohols and in t-butylamine, althogh di-t-butylphosphinic amide is also a substantial product in ethanol and the major product in isopropyl alcohol.Di-isopropylphosphinic azide (4; R=Pri) behaves in a similar way, but in methanol the less hindered diethylphosphinic azide (4; R=Et) suffers extensive solvolysis to methyl diethylphosphinate.
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