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Issue 12, 1977
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Reactions of conjugated arylazocyclohexenes with Grignard reagents; X-ray crystal structure of 1-hydroperoxy-1-(o-methoxyphenylazo)-2-phenylcyclohexane

Silvano Bozzini,  Sergio Grattion,  Amerigo Risaliti,  Antonia Stener,  Mario Calligaris  and  Giorgio Nardin 

Abstract

Conjugated arylazocyclohexenes react with aromatic and aliphatic Grignard reagents to furnish 2-aryl- and 2-alkyl-cyclohexanone arylhydrazones having the syn-configuration with the 2-substituent axially oriented. Their structures have been established by chemical and spectroscopic methods. These compounds, as well as the anti-isomers, undergo ready autoxidation to give arylazo-hydroperoxides. The structure of 1-hydroperoxy-1-(o-methoxyphenylazo)-2-phenylcyclohexane has been determined by X-ray analysis.

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Article type: Paper
DOI: 10.1039/P19770001377
Citation: J. Chem. Soc., Perkin Trans. 1, 1977,0, 1377-1382
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    Reactions of conjugated arylazocyclohexenes with Grignard reagents; X-ray crystal structure of 1-hydroperoxy-1-(o-methoxyphenylazo)-2-phenylcyclohexane

    S. Bozzini, S. Grattion, A. Risaliti, A. Stener, M. Calligaris and G. Nardin, J. Chem. Soc., Perkin Trans. 1, 1977, 0, 1377
    DOI: 10.1039/P19770001377

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