EventsThe 26th International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session S1. General Organic Synthesis of the event The 26th International Electronic Conference on Synthetic Organic Chemistry
Published date
14 Nov, 2022
Academic Editor
author-avatarJulio A. Seijas
Citation
Claudio Santi, Gloria Pizzoli, Cecilia Scimmi, Federica D'Ottavio, I₂ catalyzed DMSO oxidation of Se-Se bond activated by the use of SynLED Parallel Photoreactor ® , in Proceedings of The 26th International Electronic Conference on Synthetic Organic Chemistry, 15 November–30 November 2022, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-26-13562
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I2 catalyzed DMSO oxidation of Se-Se bond activated by the use of SynLED Parallel Photoreactor ®

Gloria Pizzoli 1
Federica D'Ottavio 1
Cecilia Scimmi 1
image
1. Group of Catalysis Synthesis and Organic Green Chemistry (CS-ORG CHEM) - Department of Pharmaceutical Sciences - University of Perugia
Abstract

Among different green oxidative protocols, I2 catalyzed DMSO systems have recently received considerable attention being greener, efficient, atom-economical, low-cost, and offering the possibility to perform reactions under safe and mild conditions. Particularly interesting is the application in the chalcogen-chalcogen bond activation that allows the in-situ formation of electrophilic species promoting a number of Se-C bond formation. In these reactions’ iodine acts a catalytic oxidant continuously regenerated by the DMSO that can be used in stoichiometric amount under solvent free conditions. Methoxyselenylation reactions can be performed at room temperature but the reaction takes over 24 hours to reach appreciable conversion yields. In this paper the activation by the use of a SynLED Parallel Photoreactor® is investigated as an alternative energy source and the results are critically compared with with those previously reported in literature.

Keywords
Photoreaction
SynLED Parallel Photoreactor
Selenenylation
Electrophile
Selenium
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