Issue 7, 2020

Synthesis, photophysics and biomolecule interactive studies of new hybrid benzo-2,1,3-thiadiazoles

Abstract

Four new hybrid molecules containing benzo-2,1,3-thiadiazole, benzofuran and arylselanyl moieties, named 4,7-bis(3-(arylselanyl)benzofuran-2-yl)benzo[c][1,2,5]thiadiazoles, were designed and synthesized in good yields through an electrophilic cyclization of 4,7-bis((2-methoxyphenyl)ethynyl)benzo[c][1,2,5]thiadiazole 1 and diaryl diselenides 2 using trichloroisocyanuric acid to generate electrophilic arylselanyl species. The photophysical properties of compounds 3a–d were investigated using UV-vis absorption and emission fluorescence analysis. The emission fluorescence analysis showed a yellow-orange region emission. Large Stokes shift values were observed for all new derivatives and attributed to the ICT state and to the electron-substituent properties. The biomolecule-binding DNA and HSA-binding interactions were also investigated by experimental and theoretical methods.

Graphical abstract: Synthesis, photophysics and biomolecule interactive studies of new hybrid benzo-2,1,3-thiadiazoles

Supplementary files

Article information

Article type
Paper
Submitted
29 11月 2019
Accepted
14 1月 2020
First published
15 1月 2020

New J. Chem., 2020,44, 2768-2780

Synthesis, photophysics and biomolecule interactive studies of new hybrid benzo-2,1,3-thiadiazoles

J. S. S. Neto, R. Krüger, R. A. Balaguez, M. G. Fronza, T. V. Acunha, R. S. Oliboni, L. Savegnago, B. A. Iglesias and D. Alves, New J. Chem., 2020, 44, 2768 DOI: 10.1039/C9NJ05932F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements