Homogeneous carbon-hydrogen bond activation by electrophilic palladium(II) species

Ayusman Sen, T. F. Oliver, E. Greta

Research output: Contribution to journalConference article

Abstract

A report is presented of results on the palladium (II)-mediated oxidation of arenes and alkanes through a nonradical, electrophilic C-H activation pathway. Information concerning the mechanism of the Pd(II) oxidation of hydrocarbons was obtained through the study of arene oxidations which were also performed at 80°C with use of Pd (O2CMe)2 in CF3CO2H. Under these conditions, the monotrifluoroacetoxylation of 1 equiv of p-dimethoxybenzene proceeded to completion in 1 h. (12). Under identical conditions, monotrifluoroacetate esters of p-xylene (0.1) toluene (0.02, benzene (0). For p-xylene and toluene, attack on the ring rather than the benzylic position accounted for >97% and 90%, respectively, of the monotrifluoroacetate esters obtained. This result is in sharp contrast to that reported for the PtCl42-mediated H-D exchange reaction where para-disubstituted benzenes to not exchange ring hydrogens at all.

Original languageEnglish (US)
Pages (from-to)460-462
Number of pages3
JournalAmerican Chemical Society, Division of Petroleum Chemistry, Preprints
Volume33
Issue number3
StatePublished - Aug 1 1988
EventSymposium on Direct Conversion of Methane to Higher Homologues - Los Angeles, CA, USA
Duration: Sep 28 1988Sep 30 1988

All Science Journal Classification (ASJC) codes

  • Fuel Technology

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