Mechanism of autoreduction of bis(4-methoxyphenyl)-oxoammonium perchlorate in aqueous alkali |
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Authors: | V A Golubev V D Sen’ |
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Institution: | 1.Institute of Chemical Physics Problems,Russian Academy of Sciences,Chernogolovka, Moscow oblast,Russia |
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Abstract: | 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. |
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