Hexa-arm star shaped hydrazone derivatives from hexakis(4-formylphenoxy)-cyclotriphosphazene core
Author(s)
Author(s)
Patil, B. R.
Machakanur, S. S.
Badiger, D. S.
Hunoor, R. S.
Gudasi, K. B.
Nethaji, M.
Date Issued
2011
Publisher
Elsevier
Journal
Journal of Molecular Structure
Volume
1003
Issue
1-3
Start page
52
End page
61
Abstract
A series of novel hexasubstituted cyclophosphazene hydrazones [N3P3(—OC6H4—p—CH═N—NH—C(O)—C6H4—p—X)6] (X = H, Br, Cl, F, OH, OCH3, CH3, NO2, NH2) were prepared by a sixfold condensation reaction of [N3P3(—OC6H4—p—CHO)6] with para-substituted benzoic hydrazides [NH2—NH—C(O)—C6H4—p—X] with excellent yields (91–98%). The structures of the compounds were confirmed by elemental analysis, FT-IR, 1H, 13C, 31P, 2D-HSQC NMR and mass spectrometry (MALDI-TOF). All the synthesized cyclophosphazene hydrazones exhibit high thermal stability. The crystal structure of a homogeneously substituted hexakis(4-formylphenoxy)-cyclotriphosphazene was determined by X-ray diffraction analysis. The compound crystallizes in the monoclinic system, space group P21/n with a = 16.558(3) Å, b = 10.250(2) Å, c = 23.429(5) Å, α = γ = 90.00°, β = 90.461(4)°, V = 3976.5(14) Å3 and Z = 4. The R value is 0.0823 for 4290 observed reflections. The conformations of the 4-formylphenoxy-groups are different at the three phosphorus atoms.
SFU Affiliated Publication
No
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