title: Nucleophilic Hydroxylation in Water Media Promoted by a Hexa-Ethylene Glycol-Bridged Dicationic Ionic Liquid.
abstract: Hexaethylene glycol bis(3-hexaethylene glycol imidazolium) dimesylate ionic liquid (hexaEG-DHIM) was designed and prepared as a highly efficient promoter for the nucleophilic hydroxylation of alkyl halides to the corresponding alcohol products in neat water media. It was observed that hexaEG-DHIM promoter enhanced the nucleophilicity of water significantly in the reaction. In addition, the hexaEG-DHIM could be reused several times without loss of activity. Moreover, the hydroxylation reactions of base-sensitive and/or polar alkyl halide substrates proceeded highly chemoselectively in excellent yields.
authors.affiliation: Department of Chemistry and Chemical Engineering, Inha University, 100 Inha-ro, Nam-gu, Incheon 402-751, Korea.
authors.forename: Vinod H
authors.initials: VH
authors.lastname: Jadhav
authors.affiliation: Department of Chemistry and Chemical Engineering, Inha University, 100 Inha-ro, Nam-gu, Incheon 402-751, Korea.
authors.forename: Jin Gwan
authors.initials: JG
authors.lastname: Kim
authors.affiliation: Department of Chemistry and Chemical Engineering, Inha University, 100 Inha-ro, Nam-gu, Incheon 402-751, Korea.
authors.forename: Hyeon Jin
authors.initials: HJ
authors.lastname: Jeong
authors.affiliation: Department of Chemistry and Chemical Engineering, Inha University, 100 Inha-ro, Nam-gu, Incheon 402-751, Korea.
authors.forename: Dong Wook
authors.initials: DW
authors.lastname: Kim
mesh_terms: D002384:Catalysis; D002412:Cations / Q000737:chemistry*; D019855:Ethylene Glycol / Q000138:chemical synthesis* / Q000737:chemistry; D005026:Ethylene Glycols / Q000138:chemical synthesis* / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D006900:Hydroxylation; D052578:Ionic Liquids / Q000737:chemistry*; D008698:Mesylates / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D014867:Water / Q000737:chemistry*
chemical_list: D002412:Cations; D005026:Ethylene Glycols; D006846:Hydrocarbons, Halogenated; D052578:Ionic Liquids; D008698:Mesylates; C000604558:hexaethylene glycol bis(3-hexaethylene glycol imidazolium)dimesylate; D014867:Water; D019855:Ethylene Glycol