ChemInform Abstract: PHENOPHOSPHAZINES. IV. ELECTRONIC EFFECTS IN 5‐METHYL‐10‐OXO‐5,10‐DIHYDROPHENOPHOSPHAZINES

Abstract

Das cyclische Phosphinsäurechlorid (I) reagiert mit der Grignardverbindung (II) zur Verbindung (III), aus der mit Aluminiumchlorid das Phenol (IV) entsteht.

Preparation, reactions, structures, and possible uses of 5,10-dihydrophenophosphazine derivatives

“…They also found that the reaction of 3 and the Schiff base PhCH=NPh yields the adduct earlier described by Messinger.14 When the oxide 3 is dissolved in THF and treated first with NaH and then with Mel, both the phosphorus and nitrogen atoms are methylated. 44,46 The interaction Me 33a of 3 and Ar,N,Ar/,Ar,-tetraethylmethanediamine in boiling EtOH also yields a tertiary phosphine oxide. 67 Treatment of this oxide with picric acid gives a 1:1 adduct.…”

“…The dinitration of the tertiary phosphine oxide 33a has also been accomplished by the use of HN03 in acetic acid. 46 Although the structure of the product was not proven, it was reasonably assumed that the nitro Sergeev and Kudryashov2 were the first to report the synthesis of esters of the phosphinic acid 30. They converted the acid to the silver salt and then allowed the latter compound to react with Mel or EtI.…”

“…Aluminum chloride in benzene has been used to convert the methoxy-substituted tertiary phosphine oxide 33c to the corresponding phenol 64. 46 The acid dissociation constant of the latter compound has been discussed in section HIE.…”