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Pairing multicomponent stators with aromatic rotators for new emissive molecular rotors†
Ma. Carmen García-González,Jorge Espinosa-Rocha,Lizbeth A. Rodríguez-Cortés,Yoarhy A. Amador-Sánchez,Luis D. Miranda,Braulio Rodríguez-Molina
Organic & Biomolecular Chemistry Pub Date : 03/18/2021 00:00:00 , DOI:10.1039/D1OB00161B
Abstract

We demonstrate here that the Ugi–Sonogashira protocol can be successfully used to obtain five new molecular rotors 10a–e with strong emission. They have been synthesized by combining multicomponent Ugi stators and several aromatic rotary components: phenylene, p-xylene, naphthalene and anthracene. The synthesized conjugated rotors are highly fluorescent (Φf = 0.39 to Φf = 0.10), and changes in their emission were observed upon variations of the surrounding media. Particularly, we found that they are sensitive to aggregation (THF/water) or high viscosity (methanol/glycerol) conditions. This work paves the way to develop new emissive rotors with exciting photophysical properties.

Graphical abstract: Pairing multicomponent stators with aromatic rotators for new emissive molecular rotors
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