Functionalization of rhenium aryl bonds by O-atom transfer

Steven M. Bischof, Mu Jeng Cheng, Robert J. Nielsen, T. Brent Gunnoe, William A. Goddard, Roy A. Periana

Research output: Contribution to journalArticlepeer-review

31 Citations (Scopus)

Abstract

Aryltrioxorhenium (ArReO3) 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. 18O-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 H2O2 via a Baeyer-Villiger type mechanism involving nucleophilic attack of the aryl group on an electrophilic oxygen of YO coordinated to rhenium.

Original languageEnglish
Pages (from-to)2079-2082
Number of pages4
JournalOrganometallics
Volume30
Issue number8
DOIs
Publication statusPublished - 2011 Apr 25

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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