Complexation properties of 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7-malonate, -7,16-bis(malonate) and -7,16-bis(α-methylacetate)

Erno Brücher, Béla Gyori, József Emri, Sándor Jakab, Zoltán Kovács, Piroska Solymosi, Imre Tóth

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The macrocycles 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-7,16-bis(malonate) (oddm), -7-malonate (odmm) and -7,16-bis(α-methylacetate) (oddp) have been synthesized. Their protonation constants and the stability constants of their complexes ML with Mg2+, Ca2+, Sr2+, Ba2+, Mn2+, Zn2+, Cd2+ and Pb2+ have been determined by pH-potentiometry at a 1:1 metal-to ligand ratio. The macrocycle oddm possesses high selectivity for the large metal ions. The complex [Sr(oddm)]2- is two orders of magnitude more stable than [Ca(oddm)]2- and the stability constant of [Pb(oddm)]2- is six orders of magnitude larger than that of the corresponding zinc complex. The complexes of oddm with large metal ions (Sr2+ and Ba2+) possess rigid structures, while the average lifetimes of the metal-donor bonds are relatively large, and this is indicated by the appearance of multiplet signals in the 1H NMR spectra.

Original languageEnglish (US)
Pages (from-to)3353-3357
Number of pages5
JournalJournal of the Chemical Society, Dalton Transactions
Issue number20
StatePublished - Dec 1 1995

ASJC Scopus subject areas

  • Chemistry(all)


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