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A Bis‐Acridinium Macrocycle as Multi‐Responsive Receptor and Selective Phase‐Transfer Agent of Perylene
Author(s) -
Hu Johnny,
Ward Jas S.,
Chaumont Alain,
Rissanen Kari,
Vincent JeanMarc,
Heitz Valérie,
Jacquot de Rouville HenriPierre
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202009212
Subject(s) - perylene , chemistry , cyclophane , hydroxide , redox , photochemistry , hydrocarbon , polycyclic aromatic hydrocarbon , aromatic hydrocarbon , polycyclic compound , combinatorial chemistry , molecule , organic chemistry
Abstract A bis‐acridinium cyclophane incorporating switchable acridinium moieties linked by a 3,5‐dipyridylanisole spacer was studied as a multi‐responsive host for polycyclic aromatic hydrocarbon guests. Complexation of perylene was shown to be the most effective and was characterized in particular by a charge‐transfer band as signal output. Effective catch and release of the guest was triggered by both chemical (proton/hydroxide) and redox stimuli. Moreover, the dicationic host was also easily switched between organic and perfluorocarbon phases for applications related to the enrichment of perylene from a mixture of polycyclic aromatic hydrocarbons.