Effective modulation of the photoluminescence properties of 2,1,3-benzothiadiazoles and 2,1,3-benzoselenadiazoles by Pd-catalyzed C-H bond arylations - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Journal of Materials Chemistry C Année : 2018

Effective modulation of the photoluminescence properties of 2,1,3-benzothiadiazoles and 2,1,3-benzoselenadiazoles by Pd-catalyzed C-H bond arylations

Résumé

A one step procedure towards the synthesis of 4-aryl-2,1,3-benzothiadiazoles, 4,7-diaryl-2,1,3-benzothiadiazoles and 4-aryl-2,1,3-benzoselenadiazoles using palladium-catalyzed regioselective C-H bond arylations of 2,1,3-benzothiadiazole and 2,1,3-benzoselenadiazole was developed. A donor-acceptor compound was also synthesized via two successive C-H bond arylations at C4 and C7 positions of the 2,1,3-benzothiadiazole unit. One of the major achivements of this methodology arises from the fine modulation of the fluorescence wavelength with emission colors covering blue to red regions of the visible spectrum by the simple introduction of the suitable aryl group on the 2,1,3-benzothiadiazole unit.

Domaines

Chimie organique
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Dates et versions

hal-01863972 , version 1 (29-08-2018)

Identifiants

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Imane Idris, Thibault Tannoux, Fazia Derridj, Vincent Dorcet, Julien Boixel, et al.. Effective modulation of the photoluminescence properties of 2,1,3-benzothiadiazoles and 2,1,3-benzoselenadiazoles by Pd-catalyzed C-H bond arylations. Journal of Materials Chemistry C, 2018, 6 (7), pp.1731-1737. ⟨10.1039/c7tc05395a⟩. ⟨hal-01863972⟩
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