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Metal Complexation by Tripodal N ‐Acyl(thio)urea and Picolin(thio)amide Compounds: Synthesis/Extraction and Potentiometric Studies
Author(s) -
ReinosoGarcía Marta M.,
Dijkman Arjan,
Verboom Willem,
Reinhoudt David N.,
Malinowska Elżbieta,
Wojciechowska Dorota,
Pietrzak Mariusz,
Selucky Pavel
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500002
Subject(s) - chemistry , thio , ionophore , amide , potentiometric titration , urea , derivative (finance) , selectivity , medicinal chemistry , extraction (chemistry) , metal , metal ions in aqueous solution , inorganic chemistry , organic chemistry , ion , calcium , catalysis , financial economics , economics
Abstract The synthesis and binding properties towards different cations of a series of tripodal ligands functionalized with N ‐acyl(thio)urea and picolin(thio)amide moieties are described. For the extraction of Am 3+ and Eu 3+ the compounds are not efficient. However, N ‐acylurea derivative 10 exhibit a significant selectivity for Am 3+ over Eu 3+ . Upon addition of the synergistic hexabrominated bis(dicarbollide)cobalt anion (Br 6 ‐COSAN) the distribution coefficients for Am 3+ and Eu 3+ increase up to 1000 for picolinamide derivative 11 . Extraction studies with metal picrates (Pb 2+ , Cu 2+ , Ag + , Hg 2+ , Cd 2+ , Eu 3+ , Fe 3+ , K + , Na + , and Ca 2+ ) or the incorporation in ion selective electrodes (ISEs), show that picolinamide derivative 11 is a very selective and strong ionophore for Hg 2+ and that N ‐acylthiourea 8 is a very good ionophore for Ag + . (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)