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Silicon complexation of a [38]octaphyrin (1) was accomplished by reaction with an excess amount of MeSiCl3 in the presence of N,N‐diisopropylethylamine, thus giving an aromatic [38]octaphyrin bis(silicon) complex 2. This complex was interconvertible with an antiaromatic [36]octaphyrin congener (3) by oxidation with MnO2 and reduction with NaBH4. Curiously, mild oxidation of 2 with ferrocenium hexafluorophosphate...
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