Aryl-Phenanthro[9,10‑d]imidazole: A Versatile Scaffold for the Design of Optical-Based Sensors

• Published in: ACS sensors Vol. 7; no. 10; pp. 2865 - 2919
• Main Authors: Dias, Gleiston G., O. Rodrigues, Marieli, Paz, Esther R. S., P. Nunes, Mateus, Araujo, Maria H., Rodembusch, Fabiano S., da Silva Júnior, Eufrânio N.
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 28.10.2022
• Subjects: Colorimetry; Imidazoles - chemistry; Protons; Water - chemistry; Colorimetric sensors; Fluorescent sensors; Ionic recognition; Bioimaging; Phenanthro[9,10-d]imidazole; FRET; Sensors; ESIPT; Charge transfer; Fluorescence Titration
• ISSN: 2379-3694; 2379-3694
• DOI: 10.1021/acssensors.2c01687

Fluorescent and colorimetric sensors are important tools for investigating the chemical compositions of different matrices, including foods, environmental samples, and water. The high sensitivity, low interference, and low detection limits of these sensors have inspired scientists to investigate this class of sensing molecules for ion and molecule detection. Several examples of fluorescent and colorimetric sensors have been described in the literature; this Review focuses particularly on phenanthro­[9,10-d]­imidazoles. Different strategies have been developed for obtaining phenanthro­[9,10-d]­imidazoles, which enable modification of their optical properties upon interaction with specific analytes. These sensing responses usually involve changes in the fluorescence intensity and/or color arising from processes like photoinduced electron transfer, intramolecular charge transfer, intramolecular proton transfer in the excited state, and Förster resonance energy transfer. In this Review, we categorized these sensors into two different groups: those bearing formyl groups and their derivatives and those based on other molecular groups. The different optical responses of phenanthro­[9,10-d]­imidazole-based sensors upon interaction with specific analytes are discussed.