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Liquid‐crystalline Metallomacrocycles Composed of Bis(hydroxypyridono)toluene Ligand and Cu 2+ Ions
Author(s) -
Kawano Shinichiro,
Ideta Kohei,
Banno Tomohiko,
Tanaka Kentaro
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901323
Subject(s) - mesogen , ligand (biochemistry) , toluene , denticity , crystallography , chelation , metal ions in aqueous solution , metal , liquid crystal , ion , chemistry , phase (matter) , crystal structure , materials science , polymer chemistry , inorganic chemistry , liquid crystalline , organic chemistry , biochemistry , receptor , optoelectronics
A series of π‐extended chelating scaffolds incorporating two hydroxypyridone moieties were synthesized. X‐ray crystallographic analysis revealed that a bis(hydroxypyridono)toluene ligand possessed a unique π‐extended structure and exhibited efficient phase segregation from the aliphatic chains attached at the heterocyclic nitrogen. The bis‐bidentate ligand formed a metal‐coordination‐induced macrocycle with Cu 2+ ions. During the complexation, a spectral change in the visible region was induced. Furthermore, the successful development of a liquid crystal of the metallomacrocycle with appropriate side chains was achieved. Examples of liquid‐crystalline macrocycles formed via metal‐mediated self‐assembly are still rare. Among them, the macrocycle described in this paper showed an obvious hexagonal columnar phase reflecting the three‐fold symmetric planar structure of the mesogenic metal complex.