Direct correlation of cation binding strengths to Hammett parameters in substituted N-benzylaza-15-crown-5 lariat ether and N, N'-dibenzyl-4, 13-diaza-18-crown-6 …

…, J Mallen, L Echegoyen, GW Gokel

Index: Gustowski, Deborah A.; Gatto, Vincent J.; Mallen, Jesus; Echegoyen, Luis; Gokel, George W. Journal of Organic Chemistry, 1987 , vol. 52, # 23 p. 5172 - 5176

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Citation Number: 30

Abstract

Silver (Ag+), sodium (Na+), and lithium (Li') cation binding affinities (log Ks, acetonitrile, 25 “C) have been determined by using potentiometric methods for 18 lariat ethers and bibracchial lariat ethers (BiBLEs) including nine previously unreported compounds. The N- benzylaza-15-crown-5 derivatives 1-9 bear the following substituents on the aromatic ring: H, 2-nitro, 4-nitro, 2-cyano, 4-cyano, 2-chloro, 4-chloro, 2-methoxy, and 4-methoxy. Nine ...