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A Core‐Expanded Subphthalocyanine Analogue with a Significantly Distorted Conjugated Surface and Unprecedented Properties
Author(s) -
Shimizu Soji,
Nakano Shota,
Kojima Ayaka,
Kobayashi Nagao
Publication year - 2014
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.201310028
Subject(s) - conjugated system , ring (chemistry) , chemistry , molecule , unit (ring theory) , core (optical fiber) , absorption (acoustics) , enantiomer , crystallography , materials science , stereochemistry , polymer , organic chemistry , mathematics , mathematics education , composite material
The introduction of a seven‐membered‐ring unit in the place of a five‐membered‐ring unit in the structure of subphthalocyanine resulted in significant distortion of the bowl‐shaped structure of the conjugated molecule as well as the following unprecedented properties: the preferential formation of the axially fluoro substituted species, the fluttering‐dynamic‐motion‐induced rapid exchange of P and M enantiomers, markedly split Q‐band absorption, and a clear difference in the ring‐current effects arising from the convex and concave surfaces.