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Bis-Naphthalene Cleft with Aggregation-Induced Emission Properties through Lone-Pair⋅⋅⋅π Interactions
Li-Li Wang1, Hang Zhou1, Ti-Long Yang1
1Department of Chemistry, Southern University of Science and Technology, Xueyuan Blvd 1088, Shenzhen, 518055, P. R. China.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|September 12, 2018
Summary
A novel molecular design utilizes restricted aldehyde motion via specific interactions to achieve aggregation-induced emission (AIE). This AIE luminogen acts as a sensitive fluorescent sensor for aniline and an optical chirality sensor for chiral amines.
Area of Science:
- Supramolecular Chemistry
- Materials Science
- Organic Chemistry
Background:
- Aggregation-induced emission (AIE) is a photophysical phenomenon where molecules exhibit enhanced fluorescence upon aggregation.
- Controlling molecular motion is crucial for designing efficient AIE luminogens.
- Intermolecular interactions, such as lone pair⋅⋅⋅π interactions, can influence molecular behavior and photophysical properties.
Purpose of the Study:
- To develop a novel rigid molecular cleft exhibiting aggregation-induced emission (AIE).
- To investigate the role of intermolecular lone pair⋅⋅⋅π interactions in tuning AIE properties.
- To demonstrate the utility of the AIE luminogen as a fluorescent sensor for aniline and an optical chirality sensor for chiral amines.
Main Methods:
- Synthesis of a rigid molecular cleft with tunable side chains.
- Spectroscopic studies (fluorescence, UV-Vis) to characterize AIE properties.
- Investigation of intermolecular interactions using computational methods and experimental data.
- Application of the AIE luminogen in sensing assays for aniline and chiral amines.
Main Results:
- A rigid molecular cleft demonstrated unique AIE characteristics.
- Intermolecular lone pair⋅⋅⋅π interactions were identified as key to restricting aldehyde motion and inducing AIE.
- Side chain modifications effectively tuned the AIE properties.
- The AIE luminogen successfully functioned as a fluorescent sensor for aniline.
- The material also served as an effective optical chirality sensor for chiral amines.
Conclusions:
- A rigid molecular cleft with tunable side chains can achieve AIE through restricted aldehyde motion mediated by lone pair⋅⋅⋅π interactions.
- This AIE luminogen presents a promising platform for developing selective fluorescent sensors.
- The developed sensor exhibits potential for chiral amine detection, highlighting its versatility in chemical sensing applications.
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