83078-71-1Relevant academic research and scientific papers
Synthesis of 3-Substituted 2,5-Dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl Radicals, Useful for Spin-Labelling of Biomolecules
Hankovszky, H. Olga,Hideg, Kalman,Jerkovich, Gyula
, p. 526 - 529 (2007/10/02)
Synthesis and some reactions of 3-substituted 2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radicals (nitroxyl radicals, nitroxides) activated with carbonyl, cyano, or ester electron-withdrawing groups have been described.These compounds are useful new SH-reagents for spin-labelling of biomolecules.
Methods for preparation of heterobifunctional nitroxides: α,β-unsaturated ketones, β-ketoesters, cyano-nitro-derivatives
Hankovszky, H. Olga,Hideg, Kalman,Lex, Laszlo,Kulcsar, Gyula,Halasz, H. Anna
, p. 1432 - 1438 (2007/10/02)
The reactions of 1-oxyl-2,2,5,5-tetramethyl-3-pyrroline-3-carboxaldehyde (1), 1-oxyl-2,2,5,5-tetramethyl-3-cyano-3-pyrroline (2), ethyl 1-oxyl-2,2,5,5-tetrametnyl-3-pyrroline-3-carbonyl carbonate (3), and N-(1-oxyl-2,2,5,5-tetramethyl-3-pyrroline-3-carbonyl)imidazolide (4) are investigated with several nucleophiles (dialkylcadmium, diethyl sodio-malonate, magnesium enolate of ethyl hydrogen malonate, nitromethane-anion) to obtain α,β-unsaturated ketones, β-ketoesters, or conjugated reaction products.Aldehyde (1) is reacted with several methyl ketones(acetylmethylene-triphenylphosphorane, acetophenone, 2-acetylpyridine, 4-phenyl-3-butyn-2-one) to give spin labeled polyenones.The reaction of 4-(1-oxyl-2,2,5,5-tetramethyl-3-pyrroline-3-yl)-2-buten-2-one (24a) with ethylenediamine gives 7,14-bis-(1-oxyl-2,2,5,5-tetramethyl-3-pyrroline-3-yl)-5,12-dimethyl-1,4,8,11-tetraazatetradeca-7,14-biradical (25).
