title: An Iron(III) Catalyst with Unusually Broad Substrate Scope in Regioselective Alkylation of Diols and Polyols.
abstract: In this study, [Fe(dibm)3 ] (dibm=diisobutyrylmethane) is shown to have unusually broad scope as a catalyst for the selective monoalkylation of a diverse set of 1,2- and 1,3-diol-containing structures. The mechanism is proposed to proceed via a cyclic dioxolane-type intermediate, formed between the iron(III) species and two adjacent hydroxyl groups. This approach represents the first transition-metal catalysts that are able to replace stoichiometric amounts of organotin reagents in regioselective alkylation. The reactions generally lead to very high regioselectivities and high yields, on par with, or better than, previous methods used for regioselective alkylation.
authors.affiliation: Key laboratory of Material Chemistry for, Energy Conversion and Storage, Ministry of Education, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Luoyu Road 1037, 430074, Wuhan, P.R. China.
authors.forename: Bo
authors.initials: B
authors.lastname: Ren
authors.affiliation: Department of Chemistry, KTH-Royal Institute of Technology, Teknikringen 30, 10044, Stockholm, Sweden.
authors.forename: Olof
authors.initials: O
authors.lastname: Ramström
authors.affiliation: Key laboratory of Material Chemistry for, Energy Conversion and Storage, Ministry of Education, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Luoyu Road 1037, 430074, Wuhan, P.R. China.
authors.forename: Qiang
authors.initials: Q
authors.lastname: Zhang
authors.affiliation: Key laboratory of Material Chemistry for, Energy Conversion and Storage, Ministry of Education, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Luoyu Road 1037, 430074, Wuhan, P.R. China.
authors.forename: Jiantao
authors.initials: J
authors.lastname: Ge
authors.affiliation: Key laboratory of Material Chemistry for, Energy Conversion and Storage, Ministry of Education, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Luoyu Road 1037, 430074, Wuhan, P.R. China. hdong@mail.hust.edu.cn.
authors.forename: Hai
authors.initials: H
authors.lastname: Dong
keywords: alkylation; carbohydrates; green chemistry; iron; regioselectivity