N-[Bis(2,4,6-trimethylphenoxy)phosphinoyl]-P,P,P-tris(2,4,6-trimethylphenoxy)phosphazene

Abstract

The title compound, C(45)H(55)NO(6)P(2), consists of an acyclic P=N-P(O) monophosphazene chain and five bulky 2,4,6-trimethylphenoxy side groups which predominantly determine the molecular shape. Although the P-N single [1.586 (3) A] and P=N double [1.517 (3) A] bonds are significantly different from each other, both are substantially shorter than the ideal P-N single bond. The P-N-P angle [146.0 (2) degrees ] corresponds to the upper limit reported for acyclic phosphazene derivatives in the literature.

The reaction OF N‐dichlorophosphoryl‐ P‐trichlorophosphazene with alkyl grignard reagents

“…While both phosphorus signals for 1 are observed at high field, they move to lower field on alkyl substitution in 4 and 6 ( Table 3). The 13 C NMR signals of the carbon atoms attached directly to phosphorus atoms Table 5). …”

“…The products were isolated from the reaction mixture by column chromatography. All these compounds have been characterized by elemental analysis (Table 1), 1 H, 13 C, 31 P NMR, FT-IR, and mass spectrometry. From the analogous reaction of 1 with tert-butyl, cyclopentyl, iso-propyl, and ethylmagnesium bromide, no phosphorus compound could be isolated.…”

“…IR spectra were recorded with an ATI Unicam Mattson 1000 FTIR spectrophotometer. 1 H, 13 C, and 31 P NMR spectra were recorded using a Bruker DPX-400 High Performance Digital FT-NMR spectrometer operating at 400.13, 100.63, and 161.98 MHz, respectively. All data were recorded for solutions in CDCl 3 .…”

“…The reactions of Cl 3 P N P(O)Cl 2 (1) with amines and alcohols have been reviewed [6,7]. The structures of 1 [8] and of pentaamino [9,10] and pentaalkoxy derivatives [11][12][13][14][15] have been obtained. The partial aminolysis and alcoholysis of 1 with methylamine and tertbutylamine [16], diisopyropylamine [17], o-dichloro and o-dimethylphenol [18], 2,4,6-tert-butylphenol and 2,6-di-tert-butyl-4-methylphenol [19], and allyl alcohol [20] have been reported.…”

The Synthesis and Characterization of Cycloalkoxy-Linear Phosphazenes

“…The partial replacement of chlorine atoms has been achieved with o-dichloro and o-dimethylphenol, 40 2,4,6-tert-butylphenol, and 2,6-di-tert-butyl-4-methylphenol. 41 Pentasubstituted derivatives of compound 1 with alcohol such as ethyl, pyropyl, n-butyl, i-butyl, pentyl alcohol, 42 4-phenylphenol, 43 benzyl, allyl, tetrahydrofurfuryl alcohol, 2-isopyropyloxyethanol, 44 2,4,6-trimethylphenol, 45 o-methyl-and pmethylphenol, α-hydroxynaphthalene, 46 and amines such as pyrrolidine, morpholine, piperidine 47 have been obtained. Trisubstituted derivatives have been obtained from the reaction between 1 and mercaptans such as ethyl, pyropyl and octyl mercaptans.…”