Aggregation‐Induced Emission and Circularly Polarized Luminescence Duality in Tetracationic Binaphthyl‐Based Cyclophanes - Archive ouverte HAL
Article Dans Une Revue Angewandte Chemie International Edition Année : 2022

Aggregation‐Induced Emission and Circularly Polarized Luminescence Duality in Tetracationic Binaphthyl‐Based Cyclophanes

Amine Garci
Seifallah Abid
Arthur David
Marcos Codesal
Luka Đorđević
Ryan Young
Hiroaki Sai
Aurélie Perrier
Marco Ovalle
  • Fonction : Auteur
Paige Brown
Charlotte Stern
Araceli Campaña
Samuel Stupp
Michael Wasielewski
Victor Blanco
J. Fraser Stoddart

Résumé

Abstract Here, we report an approach to the synthesis of highly charged enantiopure cyclophanes by the insertion of axially chiral enantiomeric binaphthyl fluorophores into the constitutions of pyridinium‐based macrocycles. Remarkably, these fluorescent tetracationic cyclophanes exhibit a significant AIE compared to their neutral optically active binaphthyl precursors. A combination of theoretical calculations and time‐resolved spectroscopy reveal that the AIE originates from limited torsional vibrations associated with the axes of chirality present in the chiral enantiomeric binaphthyl units and the fine‐tuning of their electronic landscape when incorporated within the cyclophane structure. Furthermore, these highly charged enantiopure cyclophanes display CPL responses both in solution and in the aggregated state. This unique duality of AIE and CPL in these tetracationic cyclophanes is destined to be of major importance in future development of photonic devices and bio‐applications.

Domaines

Chimie

Dates et versions

hal-04232317 , version 1 (07-10-2023)

Identifiants

Citer

Amine Garci, Seifallah Abid, Arthur David, Marcos Codesal, Luka Đorđević, et al.. Aggregation‐Induced Emission and Circularly Polarized Luminescence Duality in Tetracationic Binaphthyl‐Based Cyclophanes. Angewandte Chemie International Edition, 2022, 61 (40), ⟨10.1002/anie.202208679⟩. ⟨hal-04232317⟩
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