Publication detail

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

Davide Mesto, Yasi Dai, Carlo N. Dibenedetto, Angela Punzi, Jozef Krajčovič, Marinella Striccoli, Fabrizia Negri, Davide Blasi

Original Title

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

Type

journal article in Web of Science

Language

English

Original 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 blue-shifted 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.

Keywords

Doublet emitters; Fluorinated compounds; Open-shell species; Trityl radicals

Authors

Davide Mesto, Yasi Dai, Carlo N. Dibenedetto, Angela Punzi, Jozef Krajčovič, Marinella Striccoli, Fabrizia Negri, Davide Blasi

Released

4. 11. 2022

Publisher

WILEY-V C H VERLAG GMBH

Location

WEINHEIM

ISBN

1434-193X

Periodical

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Number

4.11.2022

State

Federal Republic of Germany

Pages from

1

Pages to

8

Pages count

9

URL

https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202201030

BibTex

@article{BUT180385,
  author="Jozef {Krajčovič}",
  title="Tuning the Electro-Optical Properties of Mixed-Halide Trityl Radicals Bearing para-Brominated Positions through Halogen Substitution",
  journal="EUROPEAN JOURNAL OF ORGANIC CHEMISTRY",
  year="2022",
  number="4.11.2022",
  pages="1--8",
  doi="10.1002/ejoc.202201030",
  issn="1434-193X",
  url="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202201030"
}