Table of Contents
Organic Chemistry International
Volume 2012 (2012), Article ID 279097, 10 pages
Research Article

Synthesis of Diamides and Diimines Derived from 4,4′-(1,3-Phenylenebis(oxy))dianiline, Units for Symmetrical Macrocycles

1HEJ Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan
2Chemistry Department, University of Karachi, Karachi 75270, Pakistan

Received 11 August 2012; Revised 6 November 2012; Accepted 7 November 2012

Academic Editor: Ashraf Aly Shehata

Copyright © 2012 Said Nadeem et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


4,4′-(1,3-Phenylenebis(oxy))dianiline 1 is an aromatic diamine compound and has been very less utilized in the organic synthesis. Different diimines and diamides were synthesized by reacting compound 1 with aromatic and heterocyclic compounds having different functionalities. These longer electron rich spacer molecules were synthesized to utilize them in the near future in making macrocycles of different sizes and functionalities. A hydrazide was also prepared from a diamide spacer molecule containing ester group. A diamide prepared containing nibrobenzene moiety was further reduced to amine to obtain longer spacer diamine molecule than the starting molecule 1.