Synthesis and metal ion complexation of acyclic Schiff base podands with lipophilic amide and ester end groups

A series of acyclic Schiff base podands 14 – 19 with lipophilic amide and ester end groups were synthesized in good yield and in a simple way. Their transition metal ions complexation was studied using conductometric method in acetonitrile (AN) at 25 °C. Schiff base podands 14 – 16 showed a continuo...

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Bibliographic Details
Published in:Journal of Inclusion Phenomena and Macrocyclic Chemistry 2011-06, Vol.70 (1-2), p.135-142
Main Authors: Mizyed, Shehadeh, Ashram, Muhammad
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Crystallography and Scattering Methods
Food Science
Organic Chemistry
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Summary:A series of acyclic Schiff base podands 14 – 19 with lipophilic amide and ester end groups were synthesized in good yield and in a simple way. Their transition metal ions complexation was studied using conductometric method in acetonitrile (AN) at 25 °C. Schiff base podands 14 – 16 showed a continuous decrease in the molar conductances in their complexation with Hg 2+ , Pb 2+ , Cu 2+ , Zn 2+ and Cd 2+ which begins to level off at a mole ratio of 1:1 crown-to-metal indicating the formation of a stable 1:1 complexes. The order of the stability constants of the metal ions studied with the Schiff base podands 14 , 15 and 16 is: Hg 2+  > Pb 2+  > Cu 2+  > Zn 2+  > Cd 2+  > Ag + . Metal ion complexation by acyclic diamide or diester podands involves presumably the oxygen atoms of the carbonyl groups in addition to the nitrogen atoms of the imino groups.
ISSN:0923-0750
1573-1111
DOI:10.1007/s10847-010-9878-1