Metal complexation by tripodal N-Acyl(thio)urea and picolin(thio)amide compounds: synthesis/extraction and potentiometric studies

M.M. Reinoso garcia; Arjan Dijkman; Willem Verboom; David Reinhoudt; Elzbieta Malinowska; Dorota Wojciechowska; Mariusz Pietrzak; Pavel Selucky

doi:10.1002/ejoc.200500002

Metal complexation by tripodal N-Acyl(thio)urea and picolin(thio)amide compounds: synthesis/extraction and potentiometric studies

M.M. Reinoso garcia, Arjan Dijkman, Willem Verboom, David Reinhoudt, Elzbieta Malinowska, Dorota Wojciechowska, Mariusz Pietrzak, Pavel Selucky

Research output: Contribution to journal › Article › Academic › peer-review

32 Citations (Scopus)

9 Downloads (Pure)

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 Am3+ and Eu3+ the compounds are not efficient. However, N-acylurea derivative 10 exhibit a significant selectivity for Am3+ over Eu3+. Upon addition of the synergistic hexabrominated bis(dicarbollide)cobalt anion (Br6-COSAN) the distribution coefficients for Am3+ and Eu3+ increase up to 1000 for picolinamide derivative 11. Extraction studies with metal picrates (Pb2+, Cu2+, Ag+, Hg2+, Cd2+, Eu3+, Fe3+, K+, Na+, and Ca2+) or the incorporation in ion selective electrodes (ISEs), show that picolinamide derivative 11 is a very selective and strong ionophore for Hg2+ and that N-acylthiourea 8 is a very good ionophore for Ag+.

Original language	Undefined
Pages (from-to)	2131-2138
Journal	European journal of organic chemistry
Volume	2005
Issue number	10
DOIs	https://doi.org/10.1002/ejoc.200500002
Publication status	Published - 2005

Keywords

METIS-225079
IR-52996

Access to Document

10.1002/ejoc.200500002

Cite this

@article{ce061e2f3af948829dda76181634cd8e,

title = "Metal complexation by tripodal N-Acyl(thio)urea and picolin(thio)amide compounds: synthesis/extraction and potentiometric studies",

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 Am3+ and Eu3+ the compounds are not efficient. However, N-acylurea derivative 10 exhibit a significant selectivity for Am3+ over Eu3+. Upon addition of the synergistic hexabrominated bis(dicarbollide)cobalt anion (Br6-COSAN) the distribution coefficients for Am3+ and Eu3+ increase up to 1000 for picolinamide derivative 11. Extraction studies with metal picrates (Pb2+, Cu2+, Ag+, Hg2+, Cd2+, Eu3+, Fe3+, K+, Na+, and Ca2+) or the incorporation in ion selective electrodes (ISEs), show that picolinamide derivative 11 is a very selective and strong ionophore for Hg2+ and that N-acylthiourea 8 is a very good ionophore for Ag+.",

keywords = "METIS-225079, IR-52996",

author = "{Reinoso garcia}, M.M. and Arjan Dijkman and Willem Verboom and David Reinhoudt and Elzbieta Malinowska and Dorota Wojciechowska and Mariusz Pietrzak and Pavel Selucky",

year = "2005",

doi = "10.1002/ejoc.200500002",

language = "Undefined",

volume = "2005",

pages = "2131--2138",

journal = "European journal of organic chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "10",

}

TY - JOUR

T1 - Metal complexation by tripodal N-Acyl(thio)urea and picolin(thio)amide compounds: synthesis/extraction and potentiometric studies

AU - Reinoso garcia, M.M.

AU - Dijkman, Arjan

AU - Verboom, Willem

AU - Reinhoudt, David

AU - Malinowska, Elzbieta

AU - Wojciechowska, Dorota

AU - Pietrzak, Mariusz

AU - Selucky, Pavel

PY - 2005

Y1 - 2005

N2 - 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 Am3+ and Eu3+ the compounds are not efficient. However, N-acylurea derivative 10 exhibit a significant selectivity for Am3+ over Eu3+. Upon addition of the synergistic hexabrominated bis(dicarbollide)cobalt anion (Br6-COSAN) the distribution coefficients for Am3+ and Eu3+ increase up to 1000 for picolinamide derivative 11. Extraction studies with metal picrates (Pb2+, Cu2+, Ag+, Hg2+, Cd2+, Eu3+, Fe3+, K+, Na+, and Ca2+) or the incorporation in ion selective electrodes (ISEs), show that picolinamide derivative 11 is a very selective and strong ionophore for Hg2+ and that N-acylthiourea 8 is a very good ionophore for Ag+.

AB - 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 Am3+ and Eu3+ the compounds are not efficient. However, N-acylurea derivative 10 exhibit a significant selectivity for Am3+ over Eu3+. Upon addition of the synergistic hexabrominated bis(dicarbollide)cobalt anion (Br6-COSAN) the distribution coefficients for Am3+ and Eu3+ increase up to 1000 for picolinamide derivative 11. Extraction studies with metal picrates (Pb2+, Cu2+, Ag+, Hg2+, Cd2+, Eu3+, Fe3+, K+, Na+, and Ca2+) or the incorporation in ion selective electrodes (ISEs), show that picolinamide derivative 11 is a very selective and strong ionophore for Hg2+ and that N-acylthiourea 8 is a very good ionophore for Ag+.

KW - METIS-225079

KW - IR-52996

U2 - 10.1002/ejoc.200500002

DO - 10.1002/ejoc.200500002

M3 - Article

SN - 1434-193X

VL - 2005

SP - 2131

EP - 2138

JO - European journal of organic chemistry

JF - European journal of organic chemistry

IS - 10

ER -