Abstract
The [18]annulene 1 [1] has been regarded as a fundamental structure in annulene chemistry. It complies with Hückel’s rule, and clearly demonstrates the existence of an aromatic ring current by its 1H NMR data.[lc] Viewed as an annulene, the porphyrin system 2 can be regarded as a bridged heterocyclic structural variation of [18]annulene. Compared to the numerous studies of nitrogen bridged porphyrin analogs, sulfur bridged annulenes have been much less studied. Inspired by the synthesis of 1, the first thiophene derived annulene 3, a heterocyclic derivative of [18]annulene with sulfur bridges, was synthesized already in 1964.[2]
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Cava, M.P., Hu, Z. (1995). New Aspects of Heterocyclic Annulene Chemistry. In: Becher, J., Schaumburg, K. (eds) Molecular Engineering for Advanced Materials. NATO ASI Series, vol 456. Springer, Dordrecht. https://doi.org/10.1007/978-94-015-8575-0_10
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DOI: https://doi.org/10.1007/978-94-015-8575-0_10
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