Structural Chemistry

, Volume 27, Issue 4, pp 1027–1040 | Cite as

Interconversion of host–guest components in supramolecular assemblies of polycarboxylic acids and reduced Schiff bases

Original Research

Abstract

Eight supramolecular assemblies of benzene-1,3,5-tricarboxylic acid (H3BTC) and benzene-1,2,4,5-tetracarboxylic acid (H4BTtC) with reduced Schiff base of flexible backbone having phenolic and pyridyl groups, i.e., 1,2-bis(2-hydroxybenzylamino)ethane, 1,3-bis(2-hydroxybenzylamino)propane, 1,4-bis(2-hydroxybenzylamino)butane and 1,4-bis(4-pyridinylmethylamino)butane have been constructed by proton transfer reaction. H3BTC forms host–guest type assemblies with amines having phenolic functionality, while a layered structure was obtained with pyridyl functionalized amine. H4BTtC also formed host–guest assemblies with the diamines where reduced Schiff base acts as host and acid moiety acts as the guest. Different conformations of the diamines were observed in these assemblies. Theoretical studies were performed to analyze the effect of varied chain lengths of diamines on hydrogen bond interaction energy of the adducts.

Keywords

Supramolecular assemblies Pyrazole Polycarboxylic acid 

Notes

Acknowledgments

The authors gratefully acknowledge CSIR, New Delhi, India, for financial assistance.

Supplementary material

11224_2015_699_MOESM1_ESM.docx (16.7 mb)
Supplementary material 1 (DOCX 17058 kb)

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  1. 1.Department of ChemistryIndian Institute of Technology RoorkeeRoorkeeIndia

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