title: Reactivity and kinetic-mechanistic studies of regioselective reactions of rhodium porphyrins with unactivated olefins in water that form beta-hydroxyalkyl complexes and conversion to ketones and epoxides.
abstract: This article reports on the selective oxidation of unactivated alkenes to ketones and epoxides through the intermediacy of beta-hydroxyalkyl rhodium porphyrin complexes which are formed by reactions of terminal alkenes with tetra(p-sulfonatophenyl)porphyrin rhodium(III) complex. The beta-hydroxyalkyl rhodium porphyrin complexes in water undergo beta-C-H elimination to produce ketones in aqueous pH 9.0 solutions and O-H deprotonation in KOH/DMSO solutions resulting in the rapid and quantitative intramolecular nucleophilic displacement to form 1,2-epoxyalkanes.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Peking University, Beijing, 100871, China.
authors.forename: Jiadi
authors.initials: J
authors.lastname: Zhang
authors.forename: Bradford B
authors.initials: BB
authors.lastname: Wayland
authors.forename: Lin
authors.initials: L
authors.lastname: Yun
authors.forename: Shan
authors.initials: S
authors.lastname: Li
authors.forename: Xuefeng
authors.initials: X
authors.lastname: Fu