Selective Ortho-Hydroxylation–Defluorination of 2-Fluorophenolates with a Bis(m-oxo)dicopper(III) Species

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orcId Serrano Plana, Joan​ ​ ​ ​
Serrano Plana, Joan
orcId Garcia Bosch, Isaac​ ​ scopusId Garcia Bosch, Isaac​ ​
Garcia Bosch, Isaac
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Miyake, Ryosuke
orcId Costas Salgueiro, Miquel​ researcherId Costas Salgueiro, Miquel​ scopusId Costas Salgueiro, Miquel​ ​
Costas Salgueiro, Miquel
orcId Company Casadevall, Anna​ researcherId Company Casadevall, Anna​ scopusId Company Casadevall, Anna​ ​
Company Casadevall, Anna
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The bis(mu-oxo) dicopper(III) species [Cu-III 2(mu-O)(2)(m-XYLMeAN)](2+) (1) promotes the electrophilic ortho-hydroxylation-defluorination of 2-fluorophenolates to give the corresponding catechols, a reaction that is not accomplishable with a (eta(2) : eta(2)-O-2) dicopper(II) complex. Isotopic labeling studies show that the incoming oxygen atom originates from the bis(mu-oxo) unit. Ortho-hydroxylation-defluorination occurs selectively in intramolecular competition with other ortho-substituents such as chlorine or bromine ​
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