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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 10
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Original Articles

Four Novel 30-Membered Imine and Amine Macrocycles Derived from Ortho-Aminophenyl Diamines

, &
Pages 1486-1491 | Received 30 Apr 2009, Published online: 23 Apr 2010
 

Abstract

Two novel macrocyclic tetra-imine-diphenol Schiff base (H2L1 and H2L2) were synthesized by [2 + 2] cyclocondensation of ortho-aminophenyl diamines [1,2-bis(2′-aminophenoxy)benzene (I) and 1,2-bis(2′-aminophenoxy)-4-t-butylbenzene (II)] with 2,6-diformyl-4-methylphenol. Two novel tetra-amine-diphenol macrocycles (H2L3 and H2L4) have been obtained by reduction of the imine analogs with NaBH4 in MeOH/CHCl3.

ACKNOWLEDGMENTS

We are grateful to the Departments of Chemistry of Bu-Ali Sina and Tarbiat Moalem Universities and to Sharif University of Technology for the support of this work.

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