Untangling the catalytic importance of the Se oxidation state in organoselenium-mediated oxygen-transfer reactions: the conversion of aniline to nitrobenzene-Reference-Cited by-同舟云学术

Untangling the catalytic importance of the Se oxidation state in organoselenium-mediated oxygen-transfer reactions: the conversion of aniline to nitrobenzene

Published:2024 Issue:30 Volume:15 Page:12126-12137
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Madabeni Andrea¹^ORCID,Tanini Damiano²^ORCID,Capperucci Antonella²^ORCID,Orian Laura¹^ORCID

Affiliation:

1. Dipartimento di Scienze Chimiche Università Degli Studi di Padova, Via Marzolo 1, 35131 Padova, Italy

2. Dipartimento di Chimica ‘Ugo Schiff’ Università Degli Studi di Firenze, Via Della Lastruccia 3-13, Sesto Fiorentino, Firenze, Italy

Abstract

Se(iv) seleninic acid is the active catalyst in aniline oxidation by H2O2 due to its favorable peroxide activation kinetics. The slow formation of Se(vi) selenonic acid and its poorer performance in H2O2 activation hinder its catalytic role.

Funder

Università degli Studi di Padova

Dipartimenti di Eccellenza

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/SC/D4SC03329A

Reference50 articles.

1. A. J.Pacuła-Miszewska , L.Sancineto , Oxygen-Transfer Reactions Catalyzed by Organoselenium Compounds, Organochalcogen Compounds , Advances in Green and Sustainable Chemistry , 2022 , pp. 219–250

2. Catalytic Oxidation of Organic Substrates by Molecular Oxygen and Hydrogen Peroxide by Multistep Electron Transfer—A Biomimetic Approach

3. Organocatalytic activation of hydrogen peroxide: towards green and sustainable oxidations

4. Synthetic applications of arylselenenic and arylseleninic acids. Conversion of olefins to allylic alcohols and epoxides

5. Eco-Friendly Olefin Dihydroxylation Catalyzed by Diphenyl Diselenide