Substituted [2.2]metaparacyclophanes are amongst the least studied of the simple cyclophanes. This is undoubtedly the result of the lengthy syntheses of these compounds. We report the simple synthesis of a rare example of a non-symmetric [2.2]metaparacyclophane. Treatment of [2.2]paracyclophane under standard nitration conditions gives a mixture of 4-nitro[2.2]paracyclophane, 4-hydroxy-5-nitro[2.2]metaparacyclophane and a cyclohexadienone cyclophane.

中文翻译：

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破坏对环芳烷：非对称二取代硝基[2.2]间对环芳烷的意外形成


取代的[2.2]间对环烷是研究最少的简单环烷之一。这无疑是这些化合物漫长合成的结果。我们报道了一种罕见的非对称[2.2]间对环芳烷的简单合成。在标准硝化条件下处理[2.2]对环芳烷得到4-硝基[2.2]对环芳烷、4-羟基-5-硝基[2.2]间对环芳烷和环己二烯酮环芳烷的混合物。