Issue 8, 1982

Studies of phosphazenes. Part 14. The tautomerism of oxocyclotriphosphazadienes

Abstract

The tautomeric behaviour of ‘monohydroxycyclotriphosphazatrienes’ has been investigated by 31P n.m.r. spectroscopy. These derivatives exist as oxocyclotriphosphazadiene tautomers in which the hydrogen atom is attached to a ring nitrogen atom α to the phosphoryl group. Three types of prototropic behaviour are observed : (a) no exchange is detected and only one tautomer is present [e.g. N3HP3(NHBut)2R3O (R = OMe or OEt)]; (b) exchange takes place between two equivalent sites and only one tautomer is observed [e.g. N3HP3R5O (R = OMe or OPh); N3HP3Ph4RO (R = OMe or OEt)]; and (c) exchange occurs between two non-equivalent sites and two tautomers are present [e.g. N3HP3Ph2R3O (R = OMe, OEt, or OPrn)]. It is shown that basicity calculations using substituent constants have predictive value since they are in good agreement with the spectroscopic observations.

Article information

Article type
Paper

J. Chem. Soc., Dalton Trans., 1982, 1549-1554

Studies of phosphazenes. Part 14. The tautomerism of oxocyclotriphosphazadienes

K. S. Dhathathreyan, S. S. Krishnamurthy, A. R. V. Murthy, R. A. Shaw and M. Woods, J. Chem. Soc., Dalton Trans., 1982, 1549 DOI: 10.1039/DT9820001549

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