Journal of Japan Oil Chemists' Society
Online ISSN : 1884-2003
ISSN-L : 0513-398X
Synthesis and Properties of Bis (pyridinio 2-acylamides) Bridged by Poly (oxyethylene) or Polymethylene Chain
Seiichi INOKUMAEiichi KAMEYAMATsunehiko KUWAMURA
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1982 Volume 31 Issue 8 Pages 515-519

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Abstract
The title compounds (3) were synthesized in a good yield by acylation of bis (pyridinio 2-imines) (2) which were prepared by the reaction of 2-aminopyridine with polyethylene glycol dichlorides or ω, ω'-dibromoalkanes and then alkaline treatment of the alkylation products.
IR and 1H-NMR spetral data for (1), (2), and (3) gave additional supports to the contribution of the zwitter ionic structure in (3). Furthermore, 1H-NMR spectra change of (3) caused by addition of KSCN in several solvents and surface active properties of water-soluble (3) were examined.
It was found that (3) carrying higher alkyl groups and longer polyoxyethylene chain showed a high catalytic activity close to that of dicyclohexano-18-crown-6 on the reaction of 1-bromooctane with aqueous KI.
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