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Hirotaka Mori, Young Mo Sung, Byung Sun Lee, Prof. Dr. Dongho Kim and Prof. Dr. Atsuhiro Osuka Antiaromatic Hexaphyrins and Octaphyrins Stabilized by the Hydrogen-Bonding Interactions of meso-Imidazolyl Groups Angewandte Chemie International Edition 51

Version of Record online: 4 NOV 2012 | DOI: 10.1002/anie.201207212

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Stable antiaromatic expanded porphyrins were designed by the judicious implementation of meso-imidazolyl groups, which cause stabilization through the creation of a hydrogen-bonding network (see structures) that overcomes antiaromatic electronic destabilization. Both the [28]hexaphyrin 1 and the [36]octaphyrin 2, which contain imidazolyl groups at two opposite meso positions, are shown to be stable Hückel antiaromatic species.

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