1. Reactions of 2,2-Diphenyl-1-picrylhydrazyl (DPPH) with Two Syringylic Phenols or One Aroxide Derivative
- Author
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Hristea, Elena N., CovaciCîmpeanu, Irina C., Ionia, Gabriela, Ionia, Petre, Draghici, Constantin, Caproiu, Miron T., Hillebrand, Mihaela, Constantinescu, Titus, and Balaban, Alexandru T.
- Abstract
The reactions between excess 2,2diphenyl1picrylhydrazyl DPPH and either 4hydroxy3,5dimethoxybenzaldehyde syringaldehyde, 1 or methyl 4hydroxy3,5dimethoxybenzoate methyl syringate, 2 afford different products from those obtained with the corresponding aroxide 3 of 1. In the former case with the free phenols the aryloxy syringyl group substitutes the 4nitro group of DPPH, yielding dinitro products 7and 8new stable free radicals and 9and 10corresponding hydrazines, whereas in the latter case with the sodium aroxide 3 the aryloxy syringyl group substitutes one of the phenyl groups of DPPH in the paraposition, forming trinitro products 14new stable free radical and 15corresponding hydrazine. Accompanying products were isolated by TLC and identified by their 1H NMR, 13C NMR, UVVis, and EPR spectra. The reaction mechanisms involving hydrazyl and aroxyl free radicals are discussed. © WileyVCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009
- Published
- 2009
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