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Internally Bridged Hückel Aromatic [46]Decaphyrins: (Doubly-Twisted-Annuleno)Doubly-Twisted-Annulene Variants
Takanori Soya1, Atsuhiro Osuka1
1Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan.
Abstract:
Internally 3,3'-biphenyl-, 2,2',5,5'-bithiophene-, and 2,5-thieno[3,2-b]thiophene-bridged [46]decaphyrins were prepared. In addition to the global 46π-conjugated circuits, the internal core-modified [32]heptaphyrin- and [30]hexaphyrin moieties in 2,2',5,5'-bithiophene- and 2,5-thieno[3,2-b]thiophene-bridged [46]decaphyrins also possess doubly twisted topologies (|Lk |=2) and are regarded as (doubly-twisted-annuleno)doubly-twisted-annulene variants. All these decaphyrins display distinct Hückel aromaticity owing to the global 46π-electronic networks but the contributions of the local half circuits were almost negligible due to the perpendicular orientation of the bridges.
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