2643-00-7Relevant academic research and scientific papers
Nitroxide-mediated polymerization of methyl methacrylate by 4,4′-dimethoxydiphenyl-based alkoxyamine
Zhu, Zhecheng,Shan, Guorong,Pan, Pengju
, p. 73842 - 73847 (2016)
Nitroxide-mediated polymerization of methyl methacrylate (MMA) was carried out using 4,4′-dimethoxydiphenyl nitroxide-based alkoxyamine as a mediator. This alkoxyamine can be easily prepared and is able to control the nitroxide-mediated polymerization of
Mechanism of autoreduction of bis(4-methoxyphenyl)-oxoammonium perchlorate in aqueous alkali
Golubev,Sen
, p. 1313 - 1317 (2011)
Autoreduction of bis(4-methoxyphenyl)oxoammonium perchlorate in aqueous alkali follows a mechanism different from that generally accepted for diaryloxoammonium salts. Bis(4-methoxyphenyl)-oxoammonium cation undergoes hydrolysis to the corresponding quinone imine oxide and methanol, the latter gives rise to methoxide ion which reduces the oxoammonium cation to intermediate bis(4-methoxyphenyl)-hydroxylamine. The reaction of bis(4-methoxyphenyl) hydroxylamine with the initial cation yields bis-(4-methoxyphenyl)nitroxyl, and the quinone imine oxide undergoes disproportionation to N-(4-methoxyphenyl)-1,4- benzoquinone imine and oxidation products. Pleiades Publishing, Ltd., 2011.
Reactions of nitrosoarenes with nitrogen monoxide (nitric oxide) and nitrogen dioxide: Formation of diarylnitroxides
Astolfi, Paola,Carloni, Patricia,Damiani, Elisabetta,Greci, Lucedio,Marini, Milvia,Rizzoli, Corrado,Stipa, Pierluigi
experimental part, p. 3279 - 3285 (2009/04/06)
Nitrosoarenes react with nitrogen monoxide (nitric oxide) at room temperature and in aprotic media to afford the corresponding diarylnitroxides by the intermediate formation of N-nitrosoarylnitroxides. However, these latter spin adducts, in contrast with literature reports, have never been detected by us. N-nitrosophenylnitroxide is obtained only in the oxidation of the ammonium salt of N-nitrosophenylhydroxylamine (cupferron) with trace amounts of lead tetraacetate. However, it evolves with time to diphenylnitroxide, as demonstrated by following the reaction course in the ESR cavity. On a macroscale level, the reaction between nitrosobenzene and nitric oxide leads to the formation of N-nitrosodiphenylamine, 4-nitro-N-nitrosodiphenylamine, 4-nitrodiphenylamine and 4,4′-dinitrodiphenylamine, in addition to diphenylnitroxide. Diarylnitroxides are also obtained when nitrosoarenes react with small amounts of nitrogen dioxide; the mechanism of this reaction is proposed and discussed. The structure of 4-nitro-N-nitrosodiphenylamine was determined by X-ray analysis. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Reactions of N-nitrosodiphenylamine with Grignard reagents. A convenient synthesis of diaryl- and dialkyl nitroxyls
Cardellini,Greci,Tosi
, p. 201 - 207 (2007/10/02)
N-nitrosodiphenylamine reacts with Grignard reagents forming symmetric dialkyl- or diarylhydroxylamines which are quantitatively converted into the corresponding nitroxyls by lead dioxide oxidation.
