6533b82ffe1ef96bd1294ef4
RESEARCH PRODUCT
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subject
010405 organic chemistryChemistryLigandchemistry.chemical_elementGeneral Chemistry010402 general chemistry01 natural sciences0104 chemical sciencesCatalysisSolventchemistry.chemical_compoundAcetic acidTransition metalPyridineOrganic chemistryOrganic synthesisSeleniumdescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2015-12-11 | ChemistryOpen |