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Proceedings

Efficient Eco-Friendly Solvent-Free Obtaining Bis-Selenium-Alkenes with High Biological Potential

1
Supraselen Laboratory, Department of Organic Chemistry, Federal Fluminense University, Niteroi 24020-141, Brazil
2
Department of Organic Chemistry, Federal University of Santa Catarina, Florianópolis 88040-900, Brazil
*
Author to whom correspondence should be addressed.
Presented at the 1st International Electronic Conference on Catalysis Sciences, 10–30 November 2020; Available online: https://eccs2020.sciforum.net.
Published: 9 December 2020
(This article belongs to the Proceedings of The 1st International Electronic Conference on Catalysis Sciences)
Organocalcogenides, in particular, organoselenium compounds, have been widely studied due to their large number of synthetic and biological applications. Among organoselenium compounds, a class of bis-selenide-alkene derivatives has attracted attention. Recently, some studies have been developed for the synthesis of vinyl chalcogen derivatives, since these are also highly valuable intermediates in several synthetic applications. However, the methodologies developed so far have extensive reaction times, and use toxic solvents as well as heavy metals. Therefore, there is an emerging need to develop protocols for the synthesis of these molecules that are in accordance with the principles of green chemistry. In this work, we developed an alternative synthesis of bis-selenium-alkene derivatives, through an environmentally appropriate methodology. Reaction optimization was evaluated from the diphenylacetylene and diphenyl diselenide, using I2/DMSO as a catalytic system under microwave irradiation or conventional heating. The variations of these conditions were carried out through different equivalences between the reagents, the amount of catalyst (I2), temperature, DMSO and the reaction process (Microwave or conventional). Even now, it was found that the best established condition was using diphenylacetylene, diphenyl diselenide, 30 mol% I2 in DMSO, under microwave irradiation at 100 °C for 10 min. In this condition, the product was obtained in 82% yield and its characterization was performed using 1H and 13C NMR spectroscopy. Therefore, the methodology that is being developed, in addition to perfectly attending to the principles of green chemistry, will allow to evaluate the reaction scope using different alkenes and diselenides or even disulfides and ditellurides.
Keywords: catalysis; green chemistry; environment; synthesis catalysis; green chemistry; environment; synthesis
MDPI and ACS Style

Cordeiro, P.; Prado, M.S.; Neto, J.; Nascimento, V. Efficient Eco-Friendly Solvent-Free Obtaining Bis-Selenium-Alkenes with High Biological Potential. Chem. Proc. 2020, 2, 20. https://0-doi-org.brum.beds.ac.uk/10.3390/ECCS2020-07566

AMA Style

Cordeiro P, Prado MS, Neto J, Nascimento V. Efficient Eco-Friendly Solvent-Free Obtaining Bis-Selenium-Alkenes with High Biological Potential. Chemistry Proceedings. 2020; 2(1):20. https://0-doi-org.brum.beds.ac.uk/10.3390/ECCS2020-07566

Chicago/Turabian Style

Cordeiro, Pâmella, Matheus Silva Prado, José Neto, and Vanessa Nascimento. 2020. "Efficient Eco-Friendly Solvent-Free Obtaining Bis-Selenium-Alkenes with High Biological Potential" Chemistry Proceedings 2, no. 1: 20. https://0-doi-org.brum.beds.ac.uk/10.3390/ECCS2020-07566

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