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Nucleophilic Hydroxylation in Water Media Promoted by a Hexa-Ethylene Glycol-Bridged Dicationic Ionic Liquid

Vinod H. Jadhav, Jin Gwan Kim, Hyeon Jin Jeong and Dong Wook Kim*

*Department of Chemistry and Chemical Engineering, Inha University, 100 Inha-ro, Nam-gu, Incheon 402-751, Korea, Email: kimdwinha.ac.kr

V. H. Jadhav, J. G. Kim, H. J. Jeong, D. W. Kim, J. Org. Chem., 2015, 80, 7275-7280.

DOI: 10.1021/acs.joc.5b00901 (free Supporting Information)


 

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Abstract

Hexaethylene glycol bis(3-hexaethylene glycol imidazolium) dimesylate ionic liquid (hexaEG-DHIM) is a highly efficient promoter for the nucleophilic hydroxylation of alkyl halides to the corresponding alcohol products in neat water media. HexaEG-DHIM enhanced the nucleophilicity of water significantly. In addition, the ionic liquid could be reused several times without loss of activity.

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Key Words

nucleophilic substitution, alcohols


ID: J42-Y2015