Functionalization of Rhenium Aryl Bonds by O-Atom Transfer
Steven M. Bischof, Mu-Jeng Cheng, Robert J. Nielsen, T. Brent Gunnoe, William A. Goddard III, Roy A. Periana
2011Organometallics, 30(8), 2079-208240cited
Abstract
Aryltrioxorhenium (ArReO_3) has been demonstrated to show rapid oxy-functionalization upon reaction with O-atom donors, YO, to selectively generate the corresponding phenols in near quantitative yields. (18)^O-Labeling experiments show that the oxygen in the products is exclusively from YO. DFT studies reveal a 10.7 kcal/mol barrier (Ar = Ph) for oxy-functionalization with H_2O_2 via a Baeyer-Villiger type mechanism involving nudeophilic attack of the aryl group on an electrophilic oxygen of YO coordinated to rhenium.
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Cite this publication
Bischof, S. M., Cheng, M., Nielsen, R. J., Gunnoe, T. B., III, W. A. G., & Periana, R. A. (2011). Functionalization of Rhenium Aryl Bonds by O-Atom Transfer. *Organometallics*, *30*(8), 2079-2082. https://doi.org/10.1021/om2002365