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

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216305%3A26310%2F22%3APU146530" target="_blank" >RIV/00216305:26310/22:PU146530 - isvavai.cz</a>

Výsledek na webu

<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202201030" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202201030</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/ejoc.202201030" target="_blank" >10.1002/ejoc.202201030</a>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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.

Název v anglickém jazyce

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

Popis výsledku anglicky

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.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10400 - Chemical sciences

Projekt

—

Návaznosti

O - Projekt operacniho programu

Rok uplatnění

2022

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

ISSN

1434-193X

e-ISSN

1099-0690

Svazek periodika

neuveden

Číslo periodika v rámci svazku

4.11.2022

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

9

Strana od-do

1-8

Kód UT WoS článku

000889994200001

EID výsledku v databázi Scopus

2-s2.0-85142497469