University of Jyväskylä | JYX Digital Repository

  • English  | Give feedback |
    • suomi
    • English
 
  • Login
JavaScript is disabled for your browser. Some features of this site may not work without it.
View Item 
  • JYX
  • Artikkelit
  • Matemaattis-luonnontieteellinen tiedekunta
  • View Item
JYX > Artikkelit > Matemaattis-luonnontieteellinen tiedekunta > View Item

Synthesis and Characterization of Zwitterionic Zn(II) and Cu(II) Coordination Compounds with Ring-substituted 2,2́-Biimidazole Derivatives

ThumbnailFinal Draft
View/Open
2.0 Mb

Downloads:  
Show download detailsHide download details  
Tatikonda, R., Kalenius, E., & Haukka, M. (2016). Synthesis and Characterization of Zwitterionic Zn(II) and Cu(II) Coordination Compounds with Ring-substituted 2,2́-Biimidazole Derivatives. Inorganica Chimica Acta, 453, 298-304. https://doi.org/10.1016/j.ica.2016.08.015
Published in
Inorganica Chimica Acta
Authors
Tatikonda, Rajendhraprasad |
Kalenius, Elina |
Haukka, Matti
Date
2016
Discipline
Epäorgaaninen ja analyyttinen kemiaOrgaaninen kemiaSoveltava kemiaInorganic and Analytical ChemistryOrganic ChemistryApplied Chemistry
Copyright
© 2016 Elsevier B.V. This is a final draft version of an article whose final and definitive form has been published by Elsevier. Published in this repository with the kind permission of the publisher.

 
Zwitterionic coordination compounds with strongly asymmetrical charge distribution were synthesized and characterized. Ring-substituted biimidazoles were used as the primary ligands for Zn and Cu compounds. Formation of Zwitterionic coordination compound was found to be strongly dependent on the pH of the reaction medium as well as on the ring and nitrogen substituents of the ligand. Reaction of the Df-R2biim (Df-R2biim = 2,2′-bi-1R-imidazole-5,5′-dicarboxaldehyde, R = Me, Et or Pr) with ZnCl2 in neutral conditions led to binuclear compounds [Zn2Cl4(Df-R2biim)2] with two bridging ligands (1a–c). Reaction with CuCl2·2H2O gave neutral mononuclear compound [CuCl2(Df-Me2biim)] (1d) with chelating biimidazole ligand. In acidic conditions (pH = 3–4) the imidazole nitrogens were either fully or partially protonated, which prevented the bidentate coordination of the ligands. Furthermore, aldehyde substituents of Df-R2biim ligands were involved in acetal formation with methanol solvent. Under acidic conditions the primary products were either ion pairs [MCl4][C14H24N4O4]·(M = Zn 3a, M = Cu 3b) with fully protonated H2L2+ counter cation or desired Zwitterionic coordination compounds [ZnCl3(C16H27N4O4)] (2a), [ZnCl3(C18H31N4O4)] (2b), [CuCl3(C16H27N4O4)] (2c), or [CuCl3(C18H31N4O4)] (2d) with partially protonated monodentate HL+ ligand. Zwitterions were obtained only with ligands having both aldehyde groups as ring-substituents and longer alkyl chains (ethyl or propyl) as N-substituents. In other cases ion pairs were formed as final products. Zwitterions were found to decompose in alcoholic solutions. In methanol solution, Zwitterionic compounds released neutral ligand and HZnCl3. All main products were characterized by NMR, elemental analysis and single-crystal X-ray diffraction. ...
Publisher
Elsevier BV
ISSN Search the Publication Forum
0020-1693
Keywords
biimidazole crystal structures zwitterionic compunds non-coordinated compounds sinkki (metallit) kupari
DOI
https://doi.org/10.1016/j.ica.2016.08.015
URI

http://urn.fi/URN:NBN:fi:jyu-201609013934

Publication in research information system

https://converis.jyu.fi/converis/portal/detail/Publication/26156042

Metadata
Show full item record
Collections
  • Matemaattis-luonnontieteellinen tiedekunta [5295]

Related items

Showing items with similar title or keywords.

  • Synthesis, characterization and magnetic study of two new octahedral iron(III) complexes with pendant zwitterionic Schiff bases 

    Jana, Subrata; Bhattacharyya, Anik; Ghosh, Biswa Nath; Rissanen, Kari; Herrero, Santiago; Jiménez-Aparicio, Reyes; Chattopadhyay, Shouvik (Elsevier BV, 2016)
    Two Schiff bases, HL1 [2-((3-(dimethylamino)propylimino)methyl)-5-bromophenol] and HL2 [2-((2-(diethylamino)ethylimino)methyl)-6-methoxyphenol], have been employed to prepare two new octahedral iron(III) complexes, ...
  • Synthesis and X-ray Crystal Structure Analysis of Substituted 1,2,4-Triazolo [4’,3’:2,3]pyridazino[4,5-b]indole and Its Precursor 

    Boraei, Ahmed T. A.; Eltamany, Elsayed H.; Haukka, Matti; Soliman, Saied M.; Barakat, Assem; Sopaih, Manar (MDPI AG, 2023)
    The hit compound 1,2,4-triazolo[4’,3’:2,3]pyridazino[4,5-b]indole 3 was synthesized from the reflux of 4-amino-5-indolyl-1,2,4-triazole-3-thione 1 with 4′-bromoacetophenone 2 in methanol catalyzed by concentrated HCl and ...
  • Synthesis and Structural Characterization of Substituted 2-Phenacylbenzoxazoles 

    Skotnicka, Agnieszka; Kolehmainen, Erkki; Czelen, Przemyslaw; Valkonen, Arto; Gawinecki, Ryszard (MDPI AG, 2013)
    1 H and 13C NMR spectra of eleven 2-phenacylbenzoxazoles (ketimine form) show that their CDCl3-solutions contains also (Z)-2-(benzo[d]oxazol-2-yl)-1-phenylethenols (enolimine form). Intramolecular hydrogen bonding in ...
  • Complex formation of copper(II), nickel(II) and zinc(II) with ethyl phosphonohydroxamic acid : solution speciation, synthesis and structural characterization 

    Ostrowska, Malgorzata; Golenya, Irina A.; Haukka, Matti; Fritsky, Igor O.; Gumienna-Kontecka, Elzbieta (Royal Society of Chemistry, 2019)
    The first example of a Cu(II) 12-MC-4 hydroxamic metallacrown containing an ethylphosphonate group as an additional donor function in the β-position with respect to the hydroxamic group is described. The solution equilibrium ...
  • Construction of coordination polymers from semirigid ditopic 2,2´-Biimidazole derivatives : synthesis, crystal structures and characterization 

    Tatikonda, Rajendhraprasad; Bulatov, Evgeny; Kalenius, Elina; Haukka, Matti (American Chemical Society, 2017)
    Eight coordination polymers (CPs), {[Ag(L1)]ClO4}n (1), {[Ag(L2)1.5]ClO4·C2H3N}n (2a), {[Ag(L2)]ClO4}n (2b), [Zn(L1)Cl2]n (3), {[Zn(L2)Cl2]·CHCl3}n (4), {[Cu(L1)2Cl]Cl·H2O}n (5), [Cu2(L2)(μ-Cl)2]n (6), and [Cu4(L2)(μ-Cl)4]n ...
  • Browse materials
  • Browse materials
  • Articles
  • Conferences and seminars
  • Electronic books
  • Historical maps
  • Journals
  • Tunes and musical notes
  • Photographs
  • Presentations and posters
  • Publication series
  • Research reports
  • Research data
  • Study materials
  • Theses

Browse

All of JYXCollection listBy Issue DateAuthorsSubjectsPublished inDepartmentDiscipline

My Account

Login

Statistics

View Usage Statistics
  • How to publish in JYX?
  • Self-archiving
  • Publish Your Thesis Online
  • Publishing Your Dissertation
  • Publication services

Open Science at the JYU
 
Data Protection Description

Accessibility Statement

Unless otherwise specified, publicly available JYX metadata (excluding abstracts) may be freely reused under the CC0 waiver.
Open Science Centre