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Excimer‐Based On‐Off Bis(pyreneamide) Macrocyclic Chemosensors
Author(s) -
Vishe Mahesh,
Lathion Timothée,
Pascal Simon,
Yushchenko Oleksandr,
Homberg Alexandre,
Brun Elodie,
Vauthey Eric,
Piguet Claude,
Lacour Jérôme
Publication year - 2018
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201700265
Subject(s) - titration , chemistry , excimer , fluorescence , quenching (fluorescence) , divalent , cyclic voltammetry , photochemistry , inorganic chemistry , metal , metal ions in aqueous solution , organic chemistry , electrochemistry , electrode , physics , quantum mechanics
A series of bis(pyreneamide) macrocycles, synthesized in two steps from THF, THP, oxepane and 1,4‐dioxane, are tested as chemosensors for a large range of mono‐, di‐ and trivalent cations. In their native states, these macrocycles exhibit a strong excimer fluorescence that is quenched upon the addition of the metal ions (alkaline, alkaline earth, p ‐, d‐, and f ‐block metals). UV‐Vis spectrophotometric titrations, cyclic voltammetry, excimer fluorescence quenching, and transient absorption spectroscopy experiments helped characterize the On‐Off changes occurring upon binding and demonstrate that the highest stability constants are obtained with divalent cations Ca 2+ and Ba 2+ specifically.