Chem. J. Chinese Universities ›› 2006, Vol. 27 ›› Issue (3): 460.

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Synthesis of Phenylenedimethylene Bis(guanidiniums) Derivatives

SONG Wei,LU Xiao-Feng,LU Guo-Yuan*   

  1. Department of Chemistry,State Key Laboratory of Coordination Chemistry,
    Nanjing University,Nanjing 210093,China
  • Received:2005-03-28 Online:2006-03-10 Published:2006-03-10

Abstract:

Naturally occurring and synthetic compounds containing guanidine display a wide range of biological activities and are used as a receptor for organic anions. This paper reports the synthesis of phenylenedimethy-lene diamines and bis(guanidiniums) derivatives. The phenylenedimethylene diamine derivatives were prepared by the reaction of phenylenedimethylene dichloride with sodium diformamide and then hydrolyzing with hydrochloric acid/ethanol solution. The diamines were respectively treated with S-methylisothiourea sulfate to give the corresponding phenylenedimethylene bis(guanidiniums) sulfate,and then they were converted to the corresponding chlorides by ion-exchange process. 1H NMR spectra and ESIMS data indicate that they display a stronger interaction with organic anions.

Key words: Guanidine; Bis(guanidiums); Diamine; Synthesis

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