Phosphorus, Sulfur and Silicon and the Related Elements p. 375 - 381 (2018)
Update date:2022-08-11
Topics:
Borodkin, Sergey A.
Popov, Leonid D.
Tsaturyan, Arshak A.
Milenkovi?, Milica R.
Shcherbakov, Igor N.
Lukov, Vladimir V.
The Schiff base (HLBr), containing a chelating unit and triphenylphosphonium moiety has been synthesized in the reaction of 4-aminobenzyl(triphenyl)phosphonium bromide with 5-hydroxy-3-methyl-1-phenyl-4-formylpyrazole. The composition and structure of HLBr have been determined by elemental analysis, IR, 1D and 2D NMR, electronic spectroscopy and mass spectrometry. Density functional theory (DFT) calculations (6-311G(d,p) level of theory) have been carried out to investigate tautomeric forms of HL+ and the reaction mechanism of its formation and spectral properties. The most stable form in the solid state and in DMSO solution is pyrazolone (keto-amine) tautomeric form.
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