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

2014
Authors
Mirković, Marija
Nikolic, Nadezda
Mijin, Dušan

Avramov Ivić, Milka

Kapor, Agnes
Tomić, Zoran D.

Article (Published version)
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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 ligandSource:
Journal of the Serbian Chemical Society, 2014, 79, 5, 545-556Publisher:
- 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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Institution/Community
IHTMTY - 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 . .