Skip to main content

A Uranium-Based Isothiosemicarbazone Schiff Base Complex

  • Conference paper
  • First Online:
Crystallizing Ideas – The Role of Chemistry

Abstract

A uranium(VI) complex UO2(L-Sal)EtOH has been synthesized by template reaction of 2-hydroxyacetophenone S-pentyl isothiosemicarbazone .hydrogen bromide (H2L), and salicylaldehyde (Sal) in the presence of uranium acetate salt. The complex was characterized by elemental analyses, IR, mass, UV–Vis, and X-ray diffraction methods. The crystal structure of the complex shows a distorted pentagonal bipyramidal geometry, where the oxo atoms occupy the axial positions and the pentagonal plane is defined by the N2O2 atoms of the tetradentate Schiff base ligand and the O atom of the ethanol molecule. The N2O2 donor ligand is coordinated to uranium(VI) via both deprotonated phenolic oxygen and azomethine nitrogen atoms.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 169.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 219.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 219.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  1. Cantos PM, Pope SJA, Cahill CL (2013) An exploration of homo- and heterometallic UO2 2+ hybrid materials containing chelidamic acid: synthesis, structure, and luminescence studies. CrystEngComm 15:9039–9051

    Article  CAS  Google Scholar 

  2. Thuéry P, Masci B (2012) Uranyl–organic one- and two-dimensional assemblies with 2,2′-bipyridine-3,3′-dicarboxylic, biphenyl-3,3′,4,4′-tetracarboxylic and bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acids. CrystEngComm 14:131–137

    Article  Google Scholar 

  3. Surbella RG III, Cahill CL (2014) The exploration of supramolecular interactions stemming from the [UO2(NCS)4(H2O)]2− tecton and substituted pyridinium cations. CrystEngComm 16:2352–2364

    Article  CAS  Google Scholar 

  4. Gatto CC, Lang ES, Kupfer A, Hagenbach A, Wille D, Abram U (2004) Dioxouranium complexes with acetylpyridine benzoylhydrazones and related ligands. Z Anorg Allg Chem 630:735–741

    Article  CAS  Google Scholar 

  5. Priyadarshini N, Sampath M, Kumar S, Mudali UK, Natarajan R (2013) A combined spectroscopic and light scattering study of hydrolysis of uranium(VI) leading to colloid formation in aqueous solutions. J Radioanal Nucl Chem 298:1923–1931

    Article  CAS  Google Scholar 

  6. Şahin M, Bal-Demirci T, Pozan-Soylu G, Ülküseven B (2009) Synthesis, characterization and thermal decomposition of dioxouranium(VI) complexes with N1, N4-diarylidene-S-propyl-thiosemicarbazone: crystal structure of [UO2(LI)(C4H9OH)]. Inorg Chim Acta 362:2407–2412

    Article  Google Scholar 

  7. Akbari A, Ahmadi M, Takjoo R, Heinemann FW (2013) X-ray structure and theoretical studies on a palladium(II) Schiff base complex. J Coord Chem 66:1866–1875

    Article  Google Scholar 

  8. Bruno SM, Balula SS, Valente AA, Almeida Paz FA, Pillinger M, Sousa C, Klinowski J, Freire C, Ribeiro-Claro P, Gonçalves IS (2007) Synthesis and catalytic properties in olefin epoxidation of dioxomolybdenum(VI) complexes bearing a bidentate or tetradentate salen-type ligand. J Mol Catal A: Chem 270:185–194

    Article  CAS  Google Scholar 

  9. Belokon YN, Fuentes J, North M, Steed JW (2004) Influence of the metal and chiral diamine on metal(II) salen catalysed, asymmetric synthesis of α-methyl α-amino acids. Tetrahedron 60:3191–3204

    Article  CAS  Google Scholar 

  10. Ahmadi M, Mague JT, Akbari A, Takjoo R (2012) Dianion N1, N4-bis(salicylidene)-S-allyl-thiosemicarbazide complexes: synthesis, structure, spectroscopy and thermal behavior. Polyhedron 42:128–134

    Article  CAS  Google Scholar 

  11. Takjoo R, Dutkiewicz G, Kubicki M (2011) [S-Allyl-4-(4-hydroxy-2-oxidobenzylidene-[kappa]O)-1-(2-oxidobenzylidene-[kappa]O)isothiosemicarbazidato-[kappa]2N1, N4](ethanol-[kappa]O)dioxidouranium(VI) ethanol monosolvate. Acta Crystallogr E67:m1824–m1825

    Google Scholar 

  12. Takjoo R, Najafi A, Ng SW, Tiekink ERT (2012) Butan-2-ol-[kappa]O)[2-({(ethylsulfanyl)[2-(2-oxidobenzylidene-[kappa]O)hydrazinylidene-[kappa]N2]methyl}iminomethyl)phenolato-[kappa]O]dioxidouranium(VI). Acta Crystallogr E68:m255–m256

    Google Scholar 

  13. Takjoo R, Ng SW, Tiekink ERT (2012) Dimethyl sulfoxide-[kappa]O)[2-({(ethylsulfanyl)[2-(2-oxidobenzylidene-[kappa]O)hydrazinylidene-[kappa]N2]methyl}iminomethyl)phenolato-[kappa]O]dioxidouranium(VI). Acta Crystallogr E68:m244–m245

    Google Scholar 

  14. Takjoo R, Ahmadi M, Ng SW, Tiekink ERT (2012) {4-Bromo-2-[(2-{(ethylsulfanyl)[(2-oxidobenzylidene-[kappa]O)amino-[kappa]N]methylidene}hydrazinylidene-[kappa]N1)methyl]phenolato-[kappa]O}(butan-2-ol-[kappa]O)dioxidouranium(VI). Acta Crystallogr E68:m279–m280

    Google Scholar 

  15. X-AREA, version 1.30 (2005) Program for the acquisition and analysis of data. Stoe & Cie GmbH, Darmstadt, Germany

    Google Scholar 

  16. X-RED, version 1.28b (2005) Program for data reduction and absorption correction. Stoe & Cie GmbH, Darmstadt, Germany

    Google Scholar 

  17. X-SHAPE, version 2.05 (2004) Program for crystal optimization for numerical absorption correction. Stoe & Cie GmbH, Darmstadt, Germany

    Google Scholar 

  18. Burla MC, Caliandro R, Camalli M, Carrozzini B, Cascarano GL, De CL, Giacovazzo C, Polidori G, Spagna R (2005) SIR2004: an improved tool for crystal structure determination and refinement. J Appl Crystallogr 38:381–388

    Google Scholar 

  19. Sheldrick GM (1997) SHELXL97. University of Göttingen, Göttingen

    Google Scholar 

  20. Güveli Ş, Bal-Demirci T, Özdemir N, Ülküseven B (2009) Nickel(II) complexes of ONS and ONN chelating thiosemicarbazones with triphenylphosphine co-ligands. Transit Met Chem 34:383–388

    Article  Google Scholar 

  21. Takjoo R, Akbari A, Ahmadi M, Rudbari HA, Bruno G (2013) New 5-bromo-2-hydroxybenzaldehyde S-ethylisothiosemicarbazone and its mixed-ligand Cu(II) complex with imidazole: synthesis, characterization and DFT calculation. Cent Eur J Chem 11:1844–1851

    CAS  Google Scholar 

  22. Takjoo R, Hashemzadeh A, Rudbari HA, Nicolò F (2013) Copper(II) and molybdenum(VI) complexes with 5-bromosalicylaldehyde S-allylisothiosemicarbazone: syntheses, characterizations and crystal structures. J Coord Chem 66:345–357

    Article  CAS  Google Scholar 

  23. Takjoo R, Mague JT, Akbari A, Ahmadi M (2013) Synthesis, spectral, DFT and X-ray study of a cis-MoO2 complex with a new isothiosemicarbazone ligand. J Coord Chem 66:1854–1865

    Article  CAS  Google Scholar 

  24. Akbar Ali M, Mirza AH, Butcher RJ, Bernhardt PV, Karim MR (2011) Self-assembling dicopper(II) complexes of di-2-pyridyl ketone Schiff base ligands derived from S-alkyldithiocarbazates. Polyhedron 30:1478–1486

    Article  CAS  Google Scholar 

  25. Takjoo R, Akbari A, Ahmadi M, Amiri Rudbari H, Bruno G (2013) Synthesis, spectroscopy, DFT and crystal structure investigations of 3-methoxy-2-hydroxybenzaldehyde S-ethylisothiosemicarbazone and its Ni(II) and Mo(VI) complexes. Polyhedron 55:225–232

    Article  CAS  Google Scholar 

  26. Takjoo R, Centore R (2013) Synthesis, X-ray structure, spectroscopic properties and DFT studies of some dithiocarbazate complexes of nickel(II). J Mol Struct 1031:1180–1185

    Article  Google Scholar 

  27. Atasever B, Ulkuseven B, Bal-Demirci T, Erdem-Kuruca S, Solakoglu Z (2010) Cytotoxic activities of new iron(III) and nickel(II) chelates of some S-methyl-thiosemicarbazones on K562 and ECV304 cells. Investig New Drugs 28:421–432

    Article  CAS  Google Scholar 

  28. Kızılcıklı İ, Mesut Y (2003) 2-Hydroxy-1-naphthaldehyde S-(Alkyl)-N4-phenylthiosemicarbazone complexes with Fe(III), Co(III), Ni(II), and Cu(II) ions. Synth React Inorg Met-Org Nano-Met Chem 33:949–963

    Article  Google Scholar 

  29. Ulkuseven B, Ceritoglu M (2002) N1, N4-diarylidene-S-ethylthiosemicarbazone iron(III) and nickel(II) complexes. Transit Met Chem 27:390–393

    Article  CAS  Google Scholar 

  30. Leovac VM, Jovanović LS, Češljević VI, Bjelica LJ, Arion VB, Gerbeleu NV (1994) Transition metal complexes with the thiosemicarbazide-based ligands—XXIII. Synthesis, physicochemical properties and voltammetric characterization of iron(III) complexes with terdentate and quadridentate thiosemicarbazide derivatives. Polyhedron 13:3005–3014

    Article  CAS  Google Scholar 

  31. Takjoo R, Takjoo R, Yazdanbakhsh M, Aghaei KA, Chen Y (2010) Mixed ligand palladium(II) complex with NS-bidentate S-allyldithiocarbazate Schiff base: synthesis, spectral characterization, crystal structure and decoding intermolecular interactions with Hirshfeld surface analysis. Chin J Chem 28:221–228

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The study was financially supported by Ferdowsi University of Mashhad (Grant No. 3/30263 1392/12/17). RT expresses his sincere thanks to OPCW for supporting his trip to attend ICPAC 2014.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Reza Takjoo .

Editor information

Editors and Affiliations

Appendix A. Supplementary Material

Appendix A. Supplementary Material

CCDC 1028887 contains the supplementary crystallographic data for the compounds. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html, or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336 033, or e-mail: deposit@ccdc.cam.ac.uk.

Rights and permissions

Reprints and permissions

Copyright information

© 2016 Springer International Publishing Switzerland

About this paper

Cite this paper

Takjoo, R., Mirisalimi, S.F., Amiri Rudbari, H. (2016). A Uranium-Based Isothiosemicarbazone Schiff Base Complex. In: Ramasami, P., Gupta Bhowon, M., Jhaumeer Laulloo, S., Li Kam Wah, H. (eds) Crystallizing Ideas – The Role of Chemistry. Springer, Cham. https://doi.org/10.1007/978-3-319-31759-5_9

Download citation

Publish with us

Policies and ethics