title: Manganese(II)/Picolinic Acid Catalyst System for Epoxidation of Olefins.
abstract: An in situ generated catalyst system based on Mn(CF3SO3)2, picolinic acid, and peracetic acid converts an extensive scope of olefins to their epoxides at 0 °C in <5 min, with remarkable oxidant efficiency and no evidence of radical behavior. Competition experiments indicate an electrophilic active oxidant, proposed to be a high-valent Mn = O species. Ligand exploration suggests a general ligand sphere motif contributes to effective oxidation. The method is underscored by its simplicity and use of inexpensive reagents to quickly access high value-added products.
authors.affiliation: Department of Chemistry, Stanford University , Stanford, California 94305, United States.
authors.forename: Ross A
authors.initials: RA
authors.lastname: Moretti
authors.affiliation: Department of Chemistry, Stanford University , Stanford, California 94305, United States.
authors.forename: J
authors.initials: J
authors.lastname: Du Bois
authors.affiliation: Department of Chemistry, Stanford University , Stanford, California 94305, United States.
authors.forename: T Daniel P
authors.initials: TD
authors.lastname: Stack