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Anthracene‐Bridged Z‐Shaped [26]Hexaphyrin(1.1.1.1.1.1.1) Dimer from the Regioselective Diels–Alder Reaction of a Hexaphyrin with Bis‐ o ‐xylylene Equivalents
Author(s) -
Hata Hiroshi,
Shinokubo Hiroshi,
Osuka Atsuhiro
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200462231
Subject(s) - anthracene , chemistry , regioselectivity , dimer , xylylene , pyrrole , porphyrin , stereochemistry , medicinal chemistry , photochemistry , polymer chemistry , organic chemistry , catalysis
An expanded porphyrin with six pyrrole units, a meso ‐aryl hexaphyrin, acts as a dienophile in Diels–Alder reactions with o ‐xylylene. Consecutive double cycloadditions of the hexaphyrin with a bis‐ o ‐xylylene equivalent leads to an anthracene‐bridged hexaphyrin dimer (see scheme), whose unique Z‐shaped structure has been elucidated by X‐ray crystallographic analysis.