New phenol-containing bis(azacrown ether)s: synthesis and complexing properties

Autor:	Jerald S. Bradshaw, Natali I. Vetrogon, Victor Vetrogon, Nikolai G. Lukyanenko, Andrei V. Bordunov, Victor N. Pastushok
Rok vydání:	1994
Předmět:	Ether Alkali metal Ring (chemistry) Medicinal chemistry Inclusion compound Metal chemistry.chemical_compound chemistry visual_art visual_art.visual_art_medium Organic chemistry Phenol Titration Phenols
Zdroj:	Journal of the Chemical Society, Perkin Transactions 1. :1489
ISSN:	1364-5463 0300-922X
DOI:	10.1039/p19940001489
Popis:	A simple synthesis of phenol-containing bis(azacrown ethers) by the treatment of N-methoxymethyl-substituted azacrowns with phenols has been elaborated. Temperature conditions have been found for selectively introducing into one phenolic ring both one and two monoazacrown ether substituents. New symmetric 14a–e and asymmetric 15 phenol-bridged bis(azacrown ether)s exhibited strong complexation abilities towards both alkali and especially alkaline-earth metal cations. All measurements have been carried out using the pH-metric titration technique. Complexation constant values in neutral (K1) and in alkaline (K2) media are in the order: monocyclic 1b–d K1. These results show participation of phenolic ions in the complex formation process. In an alkaline medium, bis(azacrown ether)s 14b, 14e and 14d showed high selectivity towards Li+, Ba+2 and Sr+2, respectively.
Databáze:	OpenAIRE
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