The synthesis of novel crown ethers, Part X - 4-propyl- and 3-ethyl-4-methylchromenone-crown ethers

Tiftikci E., Erk C.

JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.41, no.6, pp.867-871, 2004 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 41 Issue: 6
  • Publication Date: 2004
  • Doi Number: 10.1002/jhet.5570410603
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.867-871
  • Istanbul Technical University Affiliated: No


Starting from ethyl propionylacetate, and ethyl 2-ethylacetoacetate we prepared 4-propyl-7,8-, 4-propyl-6,7-, 3-ethyl-4-methyl-7,8- and 3-ethyl-4-methyl-6,7-dihydroxy-2H-chromenones which were allowed to react with the bis-dihalides or ditosylates of glycols in DMF/Na2CO3 to afford the 6,7- and 7,8-chromenone derivatives of 12-crown-4, 15-crown-4 and 18-crown-6. The products were identified using ir, C-13 and H-1 nmr, ms and high resolution mass spectroscopy. The cation selectivities of chromenone crown ethers with Li+, Na+ and K+ cations were estimated from the steady state emission fluorescence spectra of free and cation complexed chromenone macrocyclic ethers in acetonitrile.