Journal of Organometallic Chemistry p. 319 - 322 (1997)
Update date:2022-08-25
Topics:
Herrmann, Wolfgang A.
Ding, Hao
Kratzer, Roland M.
Kuehn, Fritz E.
Haider, Joachim J.
Fischer, Richard W.
Methyltrioxorhenium(VII) (MTO) forms with H2O2 and Lewis bases, e.g., pyridine, a powerful, highly selective oxidant for olefins, both under mono-phase (alcohols as solvents) and biphasic conditions (CH2Cl2/H2O). Large excess of pyridine is required to maintain the catalytic activity due to rapid oxidation of pyridine to pyridine N-oxide, which reaction is catalyzed by MTO, too. The selectivity to epoxides, however, remains high throughout the course of the catalysis, since pyridine N-oxide also forms a highly selective but much less active co-catalyst with MTO/H2O2. Under two-phase conditions, the presence of the aqueous phase ensures high epoxidation activities due to rapid, efficient removal of the pyridine N-oxide.
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