35998-84-6Relevant academic research and scientific papers
1H and 13C NMR Spectra of (Z)-N(o-Hydroxybenzylidene)-p-X-phenylamine N-Oxides and (Z)-N-(2-Hydroxy-1-naphthylmethylene)-p-X-phenylamine N-Oxides
Arumugam, N.,Manisankar, P.,Sivasubramanian, S.,Wilson, D. A.
, p. 246 - 249 (2007/10/02)
Substituent effects on the 1H and 13C chemical shifts of (Z)-N-(o-hydroxybenzylidene)-p-X-phenylamine N-oxides and (Z)-N-(2-hydroxy-1-naphthylmethylene)-p-X-phenylamine N-oxides have been obtained.A combination of SFDOR and NOE methods was necessary for complete assignment of signals in the naphthalene series.Correlations have been found between the chemical shifts of various protons and carbons and Hammett ? parameters and Swain and Lupton F and R parameters.With both series of compounds a fixed conformation, due to intramolecular hydrogen bonding, is observed which affects the polarity of the nitrone group compared with that in α,N-diphenyl nitrone.Reduced through-resonance between aryl rings via the nitrone function was found.This may be attributed to the α-aryl ring and the nitrone group being held out of coplanarity by the hydrogen bond.
Reactions of Azomethine N-Oxides. Part 2. A Novel Mode of Reaction of Azomethine N-Oxides with Phenyl Isocyanate.
Nour El-Din, Ahmed M.
, p. 3019 - 3031 (2007/10/02)
Reactions of differently substituted azomethine N-oxides with phenyl isocyanate proceed through an initial 1,3-dipolar cycloaddition, followed by two different processes: first, formation of stable 1,3,4-oxadiazolidines via bond shifts and sigmatropic rea
Synthesis and Rearrangement of α-2-Hydroxy-1-naphthyl-N-alkyl/aryl-nitrones
Sivasubramanian, S.,Manisankar, P.,Arumugam, N.
, p. 454 - 456 (2007/10/02)
Several α-2-hydroxy-1-naphthyl-N-alkyl/aryl-nitrones (I) have been synthesised.These undergo rearrangement in the presence of acetic anhydride to N-acetyl-N-alkyl/aryl-2-hydroxy-1-naphthalene carboxamides (II) with simultaneous acetylation of the phenolic group.The structural support for the nitrones (I) and carboxamides (II) is provided by elemental analyses and spectral data.
