Synthesis of novel acridino- and phenazino-18-crown-6 ligands and their optically pure dimethyl-substituted analogues for molecular recognition studies

P. Huszthy, Erika Samu, Borbála Vermes, Gabriella Mezey-Vándor, Mihály Nógrádi, Jerald S. Bradshaw, Reed M. Izatt

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

Novel acridino- and phenazino-18-crown-6 ligands 5 and 6 were prepared from acridine-4.5-diol (9) and phenazine-1,9-diol (10) with tetraethylene glycol di-p-tosylate (11) using potassium tert-butoxide as a base in THF. New optically pure dimethyl-substituted acridino- and phenazino-18-crown-6 ligands (R,R)-7 and (R,R)-8 were also prepared by treating 9 and 10 with optically pure dimethyl-substituted tetraethylene glycol di-p-tosylate [(S,S)-181. Molecular recognition studies on these novel ligands are underway.

Original languageEnglish
Pages (from-to)1491-1504
Number of pages14
JournalTetrahedron
Volume55
Issue number5
DOIs
Publication statusPublished - Jan 29 1999

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Molecular recognition
Glycols
Ligands
Acridines
18-crown-6

Keywords

  • Acridines
  • Crown ethers
  • Molecular recognition
  • Phenazines

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of novel acridino- and phenazino-18-crown-6 ligands and their optically pure dimethyl-substituted analogues for molecular recognition studies. / Huszthy, P.; Samu, Erika; Vermes, Borbála; Mezey-Vándor, Gabriella; Nógrádi, Mihály; Bradshaw, Jerald S.; Izatt, Reed M.

In: Tetrahedron, Vol. 55, No. 5, 29.01.1999, p. 1491-1504.

Research output: Contribution to journalArticle

Huszthy, P. ; Samu, Erika ; Vermes, Borbála ; Mezey-Vándor, Gabriella ; Nógrádi, Mihály ; Bradshaw, Jerald S. ; Izatt, Reed M. / Synthesis of novel acridino- and phenazino-18-crown-6 ligands and their optically pure dimethyl-substituted analogues for molecular recognition studies. In: Tetrahedron. 1999 ; Vol. 55, No. 5. pp. 1491-1504.
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AU - Mezey-Vándor, Gabriella

AU - Nógrádi, Mihály

AU - Bradshaw, Jerald S.

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