Reaction between t-butylmagnesium
chloride and 9,10-phenanthraquinone takes an unusual course involving
1,6-addition. This leads successively to products based on 3-t-butyl- and
3,6-di-t-butyl-9,10-phenanthraquinone.
A detailed study has been made of the
reactions of di-p-nitrobenzoyl peroxide with p-dichlorobenzene, naphthalene,
and nitrobenzene. The reaction with p-dichlorobenzene gives much higher yields
of substituted diphenyls, than the corresponding reaction with benzoyl
peroxide.
The stoicheiometry of the reaction with
naphthalene is different from that of the benzoyl peroxide-naphthalene system.
Possible mechanisms of the formation of dinaphthyls are discussed.
Reactions of a number of mixed peroxides
and mixtures of peroxides, with benzene and with nitrobenzene, have been
studied. The complex nature of the reactions prevents quantitative comparison
of radicals, but some general features are discussed, particularly the relative
simplicity of the products obtained from p-nitro-substituted peroxides and/or
nitrobenzene.
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