Synthesis and alkali-metal complexing abilities of crown ether tertiary alcohols

…, BE Knudsen, CV Cason, RA Bartsch

Index: Pugia, Michael; Knudsen, Brian E.; Cason, C. Victor; Bartsch, Richard A. Journal of Organic Chemistry, 1987 , vol. 52, # 4 p. 541 - 547

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Citation Number: 25

Abstract

Twenty-three crown ethers with a hydroxyl and an alkyl or aryl group linked directly to the central carbon of a three-carbon bridge were synthesized in one-step reactions of glycol and bisphenol dianions with substituted 2-(chloromethy1) oxiranes. Crown ether tertiary alcohols with methyl, n-decyl, n-tetradecyl, phenyl, and p-(ndecy1) phenyl substituents and four ring sizes are prepared. The effect of substituent on Na+ and K+ complexation is assessed by ...