Efficient Catalytic Epoxidation in Water by Axial N-Ligand-Free Mn-Porphyrins within a Micellar Capsule
Chemical Resources Laboratory, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan
J. Am. Chem. Soc., Article ASAP
DOI: 10.1021/jacs.5b11665
Epoxidation of styrenes is efficiently catalyzed by micelle-like
molecular capsules providing Mn-porphyrins in water at room temperature.
In contrast to usual Mn-porphyrin catalysts, the encapsulated
Mn-porphyrin catalysts show higher reactivities (up to 1350 TON for 1 h)
even without the addition of imidazole ligands. Spectroscopic studies
and competitive-binding experiments demonstrate that the efficient
catalytic cycle stems from the enforced proximity of the catalyst and
substrates as well as the smooth replacement of the products by
substrates in the hydrophobic cavity of the capsule.
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