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Synthesis 2010(2): 205-207  
DOI: 10.1055/s-0029-1217087
SHORTPAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis and Characterization of Novel 30-Membered Imine and Amine Macrocycles Derived from ortho-Aminophenyl Diamines and 2,6-Diformyl-4-chlorophenol

Hadi Amiri Rudbari*, Ali Varasteh Moradi
Department of Chemistry, Islamic Azad University of Gorgan, Gorgan, Iran
Fax: +98(174)6853400; e-Mail: hamiri1358@gmail.com;
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Publication History

Received 26 August 2009
Publication Date:
26 October 2009 (online)

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Abstract

Two novel macrocyclic tetraimine-diphenol Schiff bases were synthesized by [2+2] cyclocondensation of ortho-aminophenyl diamines [1,2-bis(2′-aminophenoxy)benzene and 1,2-bis(2′-aminophenoxy)-4-tert-butylbenzene] with 2,6-diformyl-4-chloro­phenol (dcp). Two novel tetraamine-diphenol macrocycles were obtained by reduction of the imine analogues with sodium borohydride in methanol/chloroform.

Key words

o-aminophenyl diamines - 2,6-diformyl-4-chlorophenol - Schiff base macrocycles - tetraamine-diphenol macrocycles

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