Excimer-Based On-Off Bis(pyreneamide) Macrocyclic Chemosensors

Mahesh Vishe (1) , Timothée Lathion , Simon Pascal (1) , Oleksandr Yushchenko (2) , Alexandre Homberg (1) , Elodie Brun (1) , Eric Vauthey (2) , Claude Piguet (1) , Jérôme Lacour (1)

1 UNIGE - Université de Genève = University of Geneva
2 Département de chimie physique [Genève]

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 Ca2+ and Ba2+ specifically.

Domaines: Chimie organique; Chimie analytique; Chimie de coordination; Chimie théorique et/ou physique

Mahesh Vishe, Timothée Lathion, Simon Pascal, Oleksandr Yushchenko, Alexandre Homberg, et al.. Excimer-Based On-Off Bis(pyreneamide) Macrocyclic Chemosensors. Helvetica Chimica Acta, 2017, 101 (1), pp.e1700265. ⟨10.1002/hlca.201700265⟩. ⟨hal-01957772⟩