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Authors: Mirion, Michael
Quell, Thomas
Schollmeyer, Dieter
Dyballa, Katrin M.
Franke, Robert
Waldvogel, Siegfried R.
Title: Solvent-dependent facile synthesis of diaryl selenides and biphenols employing selenium dioxide
Online publication date: 12-Oct-2022
Year of first publication: 2016
Language: english
Abstract: Biphenols are important structure motifs for ligand systems in organic catalysis and are therefore included in the category of so-called “privileged ligands”. We have developed a new synthetic pathway to construct these structures by the use of selenium dioxide, a stable, powerful, and commercially available oxidizer. Our new, and easy to perform protocol gives rise to biphenols and diaryl selenides depending on the solvent employed. Oxidative treatment of phenols in acetic acid yields the corresponding biphenols, whereas conversion in pyridine results in the preferred formation of diaryl selenides. As a consequence, we were able to isolate a broad scope of novel diaryl selenides, which could act as pincer-like ligands with further applications in organic synthesis or as ligands in transition metal catalysis.
DDC: 540 Chemie
540 Chemistry and allied sciences
Institution: Johannes Gutenberg-Universität Mainz
Department: FB 09 Chemie, Pharmazie u. Geowissensch.
Place: Mainz
Version: Published version
Publication type: Zeitschriftenaufsatz
License: CC BY-NC-ND
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Journal: ChemistryOpen
Pages or article number: 115
Publisher: Wiley-VCH-Verl.
Publisher place: Weinheim
Issue date: 2016
ISSN: 2191-1363
Publisher URL:
Publisher DOI: 10.1002/open.201500206
Appears in collections:DFG-OA-Publizieren (2012 - 2017)

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