A Bis‐Acridinium Macrocycle as Multi‐Responsive Receptor and Selective Phase Transfer Agent of Perylene

Johnny Hu (1) , Jas S Ward (2) , Alain Chaumont (3) , Kari Rissanen (2) , Jean-Marc Vincent (4) , Valerie Heitz (1) , Henri-Pierre Jacquot de Rouville (1)

1 Institut de Chimie de Strasbourg
2 JYU - University of Jyväskylä
3 CMC - Chimie de la matière complexe
4 ISM - Institut des Sciences Moléculaires

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 proven 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 application related to the enrichment of perylene from a mixture of polycyclic aromatic hydrocarbons.

Domaines: Chimie organique

Johnny Hu, Jas S Ward, Alain Chaumont, Kari Rissanen, Jean-Marc Vincent, et al.. A Bis‐Acridinium Macrocycle as Multi‐Responsive Receptor and Selective Phase Transfer Agent of Perylene. Angewandte Chemie International Edition, In press, 59, pp.23206-23212. ⟨10.1002/anie.202009212⟩. ⟨hal-02983480⟩