Synthesis of a tetrahomodioxacalix[4]arene tetraamide and the crystal structure of its lead ion complex

K. H. No, Jong Seung Kim, O. J. Shon, S. H. Yang, I. H. Suh, J. G. Kim, R. A. Bartsch, J. Y. Kim

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

The 1,4-alternate tetrahomodioxacalix[4]arene tetraamide 4 with four p-phenyl groups on its upper rim was synthesized. In two-phase metal picrate extraction, 4 exhibited Pb2+ selectivity with formation of a 1:1 complex in chloroform. In the solid-state structure of the 4·Pb(Pic)2 complex, Pb2+ is bound by the carbonyl oxygens of two adjacent amide groups and an aryl-alkyl ether oxygen atom of one of these amide-containing substituents. The crystal structure and 1H NMR spectrum of the 4·Pb2+ complex reveals π-metal ion complexation of one aromatic ring in the ligand with Pb2+.

Original languageEnglish
Pages (from-to)5976-5980
Number of pages5
JournalJournal of Organic Chemistry
Volume66
Issue number18
DOIs
Publication statusPublished - 2001 Sep 7
Externally publishedYes

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Amides
Crystal structure
Ions
Oxygen
Coordination Complexes
Chloroform
Complexation
Ether
Metal ions
Metals
Nuclear magnetic resonance
Ligands
Atoms
Lead
picric acid
Proton Magnetic Resonance Spectroscopy

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis of a tetrahomodioxacalix[4]arene tetraamide and the crystal structure of its lead ion complex. / No, K. H.; Kim, Jong Seung; Shon, O. J.; Yang, S. H.; Suh, I. H.; Kim, J. G.; Bartsch, R. A.; Kim, J. Y.

In: Journal of Organic Chemistry, Vol. 66, No. 18, 07.09.2001, p. 5976-5980.

Research output: Contribution to journalArticle

No, K. H. ; Kim, Jong Seung ; Shon, O. J. ; Yang, S. H. ; Suh, I. H. ; Kim, J. G. ; Bartsch, R. A. ; Kim, J. Y. / Synthesis of a tetrahomodioxacalix[4]arene tetraamide and the crystal structure of its lead ion complex. In: Journal of Organic Chemistry. 2001 ; Vol. 66, No. 18. pp. 5976-5980.
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AU - Yang, S. H.

AU - Suh, I. H.

AU - Kim, J. G.

AU - Bartsch, R. A.

AU - Kim, J. Y.

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AB - The 1,4-alternate tetrahomodioxacalix[4]arene tetraamide 4 with four p-phenyl groups on its upper rim was synthesized. In two-phase metal picrate extraction, 4 exhibited Pb2+ selectivity with formation of a 1:1 complex in chloroform. In the solid-state structure of the 4·Pb(Pic)2 complex, Pb2+ is bound by the carbonyl oxygens of two adjacent amide groups and an aryl-alkyl ether oxygen atom of one of these amide-containing substituents. The crystal structure and 1H NMR spectrum of the 4·Pb2+ complex reveals π-metal ion complexation of one aromatic ring in the ligand with Pb2+.

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