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Internally Bridged Hückel Aromatic [46]Decaphyrins: (Doubly‐Twisted‐Annuleno)Doubly‐Twisted‐Annulene Variants
Author(s) -
Soya Takanori,
Osuka Atsuhiro
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201900819
Subject(s) - annulene , thiophene , aromaticity , biphenyl , conjugated system , stereochemistry , chemistry , crystallography , molecule , polymer , organic chemistry
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 (| L k |=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.