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Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle

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2805.pdf (281.3Kb)
Authors
Mirković, Marija D.
Nikolić, Nadežda S.
Mijin, Dušan
Avramov-Ivić, Milka
Kapor, Agneš
Tomić, Zoran D.
Article (Published version)
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Abstract
The diimine dioxime ligand, 3,3'-(1,4-butanediyl-dinitrilo)bis-2-pentanone, 2,2'-dioxime (LH2), containing a N-4 donor set was prepared by the Schiff base condensation of 2-hydroxyimino-3-pentanone and 1,4-diaminobutane in two ways: in a protic and in an aprotic solvent. A higher yield of the (LH2) imine was obtained when the synthesis was performed using a protic solvent (C2H5OH) instead of aprotic benzene (78 and 30 %, respectively). The Cu(II) metal complex of diimine dioxime was synthesized in CH3OH from the perchlorate salt of LH2 in a 1:1 mole ratio. The isolated complex was characterized by the elemental analysis, IR spectroscopy and cyclic voltammetry. The structure of [Cu-2(LH)(2)](ClO4)(2) was determined by single-crystal X-ray diffraction analysis. Comparison with structurally related diimine dioxime Cu(II) complexes revealed the influence of a weak Cu center dot center dot center dot O(perchlorate) interaction on the geometry of the metallocycle.
Keywords:
Cu(II) complex / weak interactions / supramolecular aggregates / diimine-dioxime ligand
Source:
Journal of the Serbian Chemical Society, 2014, 79, 5, 545-556
Publisher:
  • Srpsko hemijsko društvo, Beograd
Funding / projects:
  • Magnetic and radionuclide labeled nanostructured materials for medical applications (RS-45015)
  • Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)
  • Noncovalent interactions of pi-systems and their role in molecular recognition (RS-172065)
  • Design, synthesis, characterization and assessment of practical applications of coordination and organometallic compounds (RS-172014)

DOI: 10.2298/JSC130910120M

ISSN: 0352-5139

WoS: 000336701600004

Scopus: 2-s2.0-84901443748
[ Google Scholar ]
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1
URI
http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2808
Collections
  • Radovi istraživača / Researchers’ publications (TMF)
Institution/Community
Tehnološko-metalurški fakultet
TY  - JOUR
AU  - Mirković, Marija D.
AU  - Nikolić, Nadežda S.
AU  - Mijin, Dušan
AU  - Avramov-Ivić, Milka
AU  - Kapor, Agneš
AU  - Tomić, Zoran D.
PY  - 2014
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2808
AB  - The diimine dioxime ligand, 3,3'-(1,4-butanediyl-dinitrilo)bis-2-pentanone, 2,2'-dioxime (LH2), containing a N-4 donor set was prepared by the Schiff base condensation of 2-hydroxyimino-3-pentanone and 1,4-diaminobutane in two ways: in a protic and in an aprotic solvent. A higher yield of the (LH2) imine was obtained when the synthesis was performed using a protic solvent (C2H5OH) instead of aprotic benzene (78 and 30 %, respectively). The Cu(II) metal complex of diimine dioxime was synthesized in CH3OH from the perchlorate salt of LH2 in a 1:1 mole ratio. The isolated complex was characterized by the elemental analysis, IR spectroscopy and cyclic voltammetry. The structure of [Cu-2(LH)(2)](ClO4)(2) was determined by single-crystal X-ray diffraction analysis. Comparison with structurally related diimine dioxime Cu(II) complexes revealed the influence of a weak Cu center dot center dot center dot O(perchlorate) interaction on the geometry of the metallocycle.
PB  - Srpsko hemijsko društvo, Beograd
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle
EP  - 556
IS  - 5
SP  - 545
VL  - 79
DO  - 10.2298/JSC130910120M
ER  - 
@article{
author = "Mirković, Marija D. and Nikolić, Nadežda S. and Mijin, Dušan and Avramov-Ivić, Milka and Kapor, Agneš and Tomić, Zoran D.",
year = "2014",
abstract = "The diimine dioxime ligand, 3,3'-(1,4-butanediyl-dinitrilo)bis-2-pentanone, 2,2'-dioxime (LH2), containing a N-4 donor set was prepared by the Schiff base condensation of 2-hydroxyimino-3-pentanone and 1,4-diaminobutane in two ways: in a protic and in an aprotic solvent. A higher yield of the (LH2) imine was obtained when the synthesis was performed using a protic solvent (C2H5OH) instead of aprotic benzene (78 and 30 %, respectively). The Cu(II) metal complex of diimine dioxime was synthesized in CH3OH from the perchlorate salt of LH2 in a 1:1 mole ratio. The isolated complex was characterized by the elemental analysis, IR spectroscopy and cyclic voltammetry. The structure of [Cu-2(LH)(2)](ClO4)(2) was determined by single-crystal X-ray diffraction analysis. Comparison with structurally related diimine dioxime Cu(II) complexes revealed the influence of a weak Cu center dot center dot center dot O(perchlorate) interaction on the geometry of the metallocycle.",
publisher = "Srpsko hemijsko društvo, Beograd",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle",
pages = "556-545",
number = "5",
volume = "79",
doi = "10.2298/JSC130910120M"
}
Mirković, M. D., Nikolić, N. S., Mijin, D., Avramov-Ivić, M., Kapor, A.,& Tomić, Z. D.. (2014). Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle. in Journal of the Serbian Chemical Society
Srpsko hemijsko društvo, Beograd., 79(5), 545-556.
https://doi.org/10.2298/JSC130910120M
Mirković MD, Nikolić NS, Mijin D, Avramov-Ivić M, Kapor A, Tomić ZD. Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle. in Journal of the Serbian Chemical Society. 2014;79(5):545-556.
doi:10.2298/JSC130910120M .
Mirković, Marija D., Nikolić, Nadežda S., Mijin, Dušan, Avramov-Ivić, Milka, Kapor, Agneš, Tomić, Zoran D., "Synthesis, characterization and crystal structure of Cu(II) complex with a diimine-dioxime ligand, [Cu-2(LH)(2)](ClO4)(2). Influence of the weak Cu center dot center dot center dot O(perchlorate) interaction on the structure of the Cu2N2O2 metallocycle" in Journal of the Serbian Chemical Society, 79, no. 5 (2014):545-556,
https://doi.org/10.2298/JSC130910120M . .

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