title: Room temperature carbon(CO)-carbon(α) bond activation of ketones by rhodium(ii) porphyrins with water.
abstract: The mild and selective aliphatic C(CO)-C(α) bond activation (CCA) of ketones was successfully achieved at room temperature using rhodium(ii) porphyrins in the presence of H2O. Rh(II)(tmp) (tmp = tetrakismesitylporphyrinate dianion) disproportionates in H2O to generate the highly reactive intermediate Rh(III)(tmp)(OH) for cleaving the C-C bond of ketone, giving up to 90% of Rh(III)(tmp)(COR) and the corresponding oxidized carbonyl product in up to 76% yield within 10 min. Substrate scopes cover aliphatic as well as aromatic ketones. Both isopropyl and cyclic ketones worked well.
authors.affiliation: Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, People's Republic of China. ksc@cuhk.edu.hk.
authors.forename: Siu Yin
authors.initials: SY
authors.lastname: Lee
authors.affiliation: Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, People's Republic of China. ksc@cuhk.edu.hk.
authors.forename: Shiyu
authors.initials: S
authors.lastname: Feng
authors.affiliation: Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, People's Republic of China. ksc@cuhk.edu.hk.
authors.forename: Kin Shing
authors.initials: KS
authors.lastname: Chan