Oxidation of organic diselenides and ditellurides by H2O2 for bioinspired catalyst design

Marco Bortoli, Francesco Zaccaria, Marco Dalla Tiezza, Matteo Bruschi, Célia Fonseca Guerra, F. Matthias Bickelhaupt, Laura Orian*

*Corresponding author for this work

Research output: Contribution to JournalArticleAcademicpeer-review


The reactivity of diselenides and ditellurides of general formula (RX)2 (X = Se, Te; R = H, CH3, Ph) toward hydrogen peroxide was studied through a computational approach based on accurate Density Functional Theory (DFT) calculations. The aliphatic and aromatic dichalcogenides have been chosen in light of their activity in glutathione peroxidase (GPx)-like catalytic cycles and their promising features as efficient antioxidant compounds. The reaction products, the energetics and the mechanistic details of these oxidations are discussed. Analogous disulfides are included in our analysis for completeness. We find that the barrier for oxidation of dichalcogenides decreases from disulfides to diselenides to ditellurides. On the other hand, variation of the substituents at the chalcogen nucleus has relatively little effect on the reactivity.

Original languageEnglish
Pages (from-to)20874-20885
Number of pages12
JournalPhysical Chemistry Chemical Physics
Issue number32
Publication statusPublished - 24 Jul 2018


Dive into the research topics of 'Oxidation of organic diselenides and ditellurides by H2O2 for bioinspired catalyst design'. Together they form a unique fingerprint.

Cite this