The Association of Inositol Pertrifluoroacetate with Tetrabutylammonium Bromide

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概要

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• The hydrogen bonding of C-H…X- type of substituted alkanes in an aprotic solvent has been mainly studied with simple halogenated compounds, 1) and some glycosyl halides and aryl glycosides.2) Recently, we have investigated the association of BHC3)and DDT4) analogues with tetraalkylammonium halides, using 1H-NMRspectroscopy, and found that specific hydrogens in the molecule such as three syn-axia¥ or three closely located hydrogen form a multiple hydrogen bond; the association constants of β- and δ-BHCwere much larger in their magnitude than that of the single hydrogen bond of chloroform, for example. In view of the possible correlation of such intermolecular association of BHCisomers with their translocation velocity in cockroach, 5, 6) and recent advances in the mode of action of halogenated anesthetics, 7) further studies on the effect of configuration and electronegativity of substituents on the multiple hydrogen bond were desired. This paper reports the association of myo- and epi-inositol hexatrifluoroacetates with tetrabutylammonium bromide in acetonitrile.

著者

• Kashimura Naoki

  Laboratory of Biofunctional Chemistry, Department of Bioscience, Faculty of Bioresources, Mie Univer

• KUMAZAWA Zenzaburo

  Laboratory of Biofunctional Chemistry, Faculty of Bioresources, Mie University

• KOYAMA Shiro

  Laboratory of Pesticide Chemistry, Department of Agricultural Chemistry, Mie University

• NIWA Seiichi

  Laboratory of Pesticide Chemistry, Department of Agricultural Chemistry, Mie University

• TAKINO Takashi

  Laboratory of Pesticide Chemistry, Department of Agricultural Chemistry, Mie University

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