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Abstract
Nuclear substituted tetrakis[2.2.2.2]paracyclophane (4°-PCP, II) derivatives were prepared and the NMR spectral properties investigated. Acetylation of II gave acetyl-4°-PCP (IV) which was converted to carboxy-4°-PCP (V) and to acetoxy-4°-PCP (VIII). Esterification of V gave carbomethoxy-4°-PCP (VI). VIII was hydrolized to hydroxy-4°-PCP (IX). Nitration of II with N 2O 5, gave nitro-4°-PCP (X) in good yield. Fuming nitric acid in acetic acid-acetic anhydride as a nitration reagent gave VIII together with X. Further acetylation of IV gave diacetylated derivatives (VII).
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