[RETRACTION] SYNTHESIS AND CHARACTERIZATION OF SUBSTITUTED GROUP CONTROLLED PYRENE DERIVATIVES WITH RADICAL CATIONS

Li, Shunjie; Chen, Jian

doi:10.21577/0100-4042.20250025

Abstract

Two novel alkyl thiophene-modified pyrene derivatives (1)-(2) were created and synthesized using palladium-catalyzed Stille coupling processes and Friedel-Crafts reaction of pyrene. The polycyclic aromatic groups of the thiophene-modified pyrene were oxidized with Ag[Al(OC(CF₃)₃)₄] to provide the insensitive radical cations 1^•+-2^•+ based on the alkyl thiophene-modified pyrene derivatives. Nuclear magnetic resonance (NMR), electron paramagnetic resonance (EPR), UV-Vis spectroscopy, and density functional theory (DFT) calculations, were used to investigate their structures and properties. The pyrene moieties were the primary location of the electron spin distribution, with a little overflow onto the outer thiophene moieties. Due to the different substituent groups, free radicals 1^•+ 2^•+ exhibit some different properties. Compound 1^•+ is the most extensive thiophene-modified pyrene radical cation that has been reported. These species are anticipated to have wide-ranging potential in the areas of optoelectronic materials and semiconductors.

Keywords:
thiophene; pyrene; radical; cation; aromatic hydrocarbon.

The editorial team of the journal Química Nova announces the formal publication of Retraction for the extraction of the article: Li, S.; Chen, J.; SYNTHESIS AND CHARACTERIZATION OF SUBSTITUTED GROUP CONTROLLED PYRENE DERIVATIVES WITH RADICAL CATIONS Quim. Nova 2025, 48, e-20250025. http://dx.doi.org/10.21577/0100-4042.20250025

The request was made by the authors, which main reasons include: (i) different results were obtained in further research on the compound. These results are sufficient to change the original conclusion; (ii) due to authors’ negligence, further testing showed that incorrect magnetic properties were displayed; (iii) due to operational errors, the CV test was conducted incorrectly.

Prof. Dr. Giovanni W. Amarante

Química Nova Associate Editor

Publication Dates

Publication in this collection
22 July 2024
Date of issue
2025

History

Received
06 Jan 2024
Accepted
10 Apr 2024
Published
25 June 2024
Retracted
02 Dec 2025

This is an Open Access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.