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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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2014
1586.pdf (281.3Kb)
Authors
Mirković, Marija
Nikolic, Nadezda
Mijin, Dušan
Avramov Ivić, Milka
Kapor, Agnes
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:
  • Serbian Chemical Society
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
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URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1588
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Mirković, Marija
AU  - Nikolic, Nadezda
AU  - Mijin, Dušan
AU  - Avramov Ivić, Milka
AU  - Kapor, Agnes
AU  - Tomić, Zoran D.
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1588
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  - Serbian Chemical Society
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
VL  - 79
IS  - 5
SP  - 545
EP  - 556
DO  - 10.2298/JSC130910120M
ER  - 
@article{
author = "Mirković, Marija and Nikolic, Nadezda and Mijin, Dušan and Avramov Ivić, Milka and Kapor, Agnes 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 = "Serbian Chemical Society",
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",
volume = "79",
number = "5",
pages = "545-556",
doi = "10.2298/JSC130910120M"
}
Mirković, M., Nikolic, N., 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
Serbian Chemical Society., 79(5), 545-556.
https://doi.org/10.2298/JSC130910120M
Mirković M, Nikolic N, 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, Nikolic, Nadezda, Mijin, Dušan, Avramov Ivić, Milka, Kapor, Agnes, 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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