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Macrocyclic 1,8‐Anthrylene–Ethynylene Oligomers: Three‐Dimensional π‐Conjugated Architectures
Author(s) -
Toyota Shinji,
Goichi Michio,
Kotani Masashi
Publication year - 2004
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.200353647
Subject(s) - tetramer , sonogashira coupling , chemistry , swing , enantiomer , crystallography , stereochemistry , physics , organic chemistry , palladium , enzyme , catalysis , acoustics
In the swing : The Sonogashira coupling reaction has been used to synthesize a cyclic tetramer composed of 1,8‐anthrylene and ethynylene units. This tetramer adopts a diamond‐prism structure and interconverts between enantiomers by skeletal swing (see picture); the energy barrier to interconversion is approximately 38 kJ mol −1 .