In this work, the synthesis and characterization of two new trityl radicals bearing two p-brominated positions, i. e. the 2,2’- ((perchlorophenyl)methylene)bis(1,3,5-tribromobenzene) radical and the 6,6’-((perchlorophenyl)methylene)bis(3-bromo-1,2,4,5- tetrafluorobenzene) radical, are presented. Slightly modifying the strategy typically used for the synthesis of non-symmetric mixed-halide trityl radicals, we were able to considerably increase the reaction yield for the radical precursors. In addition, for the first time the electro-optical properties of a highly fluorinated trityl radical were studied, achieving the most blueshifted emission for a trityl radical reported up to now. Quantum-chemical calculations carried out to supplement the experimental investigation support the electrochemical and spectroscopic data as well as rationalize the observed blue shift of the highly fluorinated species

Tuning the Electro‐Optical Properties of Mixed‐Halide Trityl Radicals Bearing para ‐Brominated Positions through Halogen Substitution

Davide Mesto;Carlo N. Dibenedetto;Angela Punzi;Davide Blasi
2022-01-01

Abstract

In this work, the synthesis and characterization of two new trityl radicals bearing two p-brominated positions, i. e. the 2,2’- ((perchlorophenyl)methylene)bis(1,3,5-tribromobenzene) radical and the 6,6’-((perchlorophenyl)methylene)bis(3-bromo-1,2,4,5- tetrafluorobenzene) radical, are presented. Slightly modifying the strategy typically used for the synthesis of non-symmetric mixed-halide trityl radicals, we were able to considerably increase the reaction yield for the radical precursors. In addition, for the first time the electro-optical properties of a highly fluorinated trityl radical were studied, achieving the most blueshifted emission for a trityl radical reported up to now. Quantum-chemical calculations carried out to supplement the experimental investigation support the electrochemical and spectroscopic data as well as rationalize the observed blue shift of the highly fluorinated species
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11586/413872
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