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

✍ Scribed by Esra Tiftikçi; ÇAkil Erk

Publisher
Journal of Heterocyclic Chemistry
Year
2004
Tongue
English
Weight
60 KB
Volume
41
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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‐2__H__‐chromenones which were allowed to react with the bis‐dihalides or ditosylates of glycols in DMF/Na~2~CO~3~ 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, ^13^C and ^1^H 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.

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