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Gold Catalysis: Proof of Arene Oxides as Intermediates in the Phenol Synthesis
Author(s) -
Hashmi A. Stephen K.,
Rudolph Matthias,
Weyrauch Jan P.,
Wölfle Michael,
Frey Wolfgang,
Bats Jan W.
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200462672
Subject(s) - phenol , catalysis , ligand (biochemistry) , chemistry , combinatorial chemistry , organic chemistry , biochemistry , receptor
An elusive intermediate in the gold‐catalyzed phenol synthesis was elucidated by modifying the energy profile of this process. Thus, the use of a ligand based on 2‐hydroxymethylpyridine enabled the first observation of the intermediate arene oxide, which can be enriched to account for up to 80 % of the material in the reaction mixture at room temperature (see scheme).
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