Abstract
Herein, a library of trifluoroethyl substituted aminomaleimide derivatives are reported with small size and enhanced emissions in both solution and solid-state. A di-CH 2 CF 3 substituted aminochloromaleimide exhibits the most efficient dual state emission ( Φ f > 50% in solution and solid-state), with reduced quenching from protic solvents. This is attributed to the reduction of electron density on the maleimide ring and suppressed π-π stacking in the solid-state. This mechanism was explored in-depth by crystallographic analysis, and modelling of the electronic distribution of HOMO-LUMO isosurfaces and NCI plots. Hence, these dual-state dyes overcome the limitations of single-state luminescence and will serve as an important step forward for this rapidly developing nascent field.
Original language | English |
---|---|
Article number | e202201877 |
Number of pages | 7 |
Journal | Chemistry: A European Journal |
Volume | 28 |
Issue number | 58 |
Early online date | 20 Jul 2022 |
DOIs | |
Publication status | E-pub ahead of print - 20 Jul 2022 |
Bibliographical note
Publisher Copyright:© 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.
Keywords
- Research Article
- Research Articles
- aminochloromaleimide
- dual-state emission
- fluorocarbons
- maleimide fluorophores
- monoaminomaleimide