Aromaticity switching: Via azulene transformations in azulene-bridged A,D-dithiahexaphyrin

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Abstract

The incorporation of an azulene bridge into an aromatic hexaphyrin framework allows manipulating π-electron delocalization pathways. The palladium(ii) complex undergoes hydroxyl-triggered azulene contraction or isomerization to an oxynaphthalene unit, transforming the hexaphyrin framework into meso-linked carbaporphyrins. This converts the 26π-electron pathway into the 18π one.

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Białek, M. J., & Latos-Grazyński, L. (2018). Aromaticity switching: Via azulene transformations in azulene-bridged A,D-dithiahexaphyrin. Chemical Communications, 54(15), 1837–1840. https://doi.org/10.1039/c7cc08754c

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