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Systematically Studying the Effect of Fluoride on the Properties of Cyclophanes Bearing Naphthalene Diimide and Dialkoxyaryl Groups
Author(s) -
Young Nicholas A.,
Drew Simon C.,
Maniam Subashani,
Langford Steven J.
Publication year - 2017
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.201700459
Subject(s) - fluoride , diimide , naphthalene , chemistry , cyclophane , electron paramagnetic resonance , ion , polymer chemistry , photochemistry , crystallography , organic chemistry , inorganic chemistry , crystal structure , molecule , nuclear magnetic resonance , perylene , physics
Anion–π interactions between the Lewis basic anion fluoride and π‐acidic naphthalene diimide was systematically studied in a series of cyclophanes in which the properties are modulated through the influence of a second, electron‐rich aromatic unit. The systems and subsequently generated radical anions, upon addition of fluoride, were studied by absorption spectroscopic and EPR techniques. The results infer a modulation as a result of the nature and strength of the π–π interaction in the macrocyclic structure.