95503-41-6Relevant academic research and scientific papers
Aminyl Oxides (Nitroxides), XXXVII. Formation of Vinylaminyl Oxides Substituted by Electron-Acceptor Groups and Related Radicals as Studied by ESR Spectroscopy
Aurich, Hans Guenter,Schmidt, Michael,Schwerzel, Thomas
, p. 1086 - 1104 (2007/10/02)
Vinylaminyl oxides substituted by electron-acceptor groups at β-position have been prepared by various methods.Oxidation of nitrones 6 or the tautomeric N-vinylhydroxylamines 7 yields radicals 8a, b, z, and ae. 8 oe and ue arise from oxidation of the isoxazolines generated in situ from the isoxazolium salts 12.The bisvinylaminyl oxides 16 and 17 are prepared by oxidation of the corresponding N,N-bisvinylhydroxylamines.Oxidation of N,N-disubstituted hydroxylamines 10 or 14 affords initially aminyl oxides 11 or 15 which are further dehydrogenated to the vinylaminyl oxides 8a, l, m, o - t, x, y, and 2a - c, respectively. - With the exception of 8a and b vinylaminyl oxides could be detected only if there is a second substituent as a phenyl group, a second electron-acceptor group or a methylthio-, phenylthio-, or phenylseleno group at the β-position.Monosubstituted vinylaminyl oxides undergo a spin-trap reaction with their precursor nitrone to give spin adduct 19 or 20.
