Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis and Characterization of Dinuclear Ni(II) Complexes with Tetraazadiphenol Macrocycle Bearing Cyclohexanes

  • Kim, Ki-Ju (Jeju Hi-tech Industry Development Institute) ;
  • Jung, Duk-Sang (Department of Chemistry, College of Natural Sciences, Cheju National University) ;
  • Kim, Duk-Soo (Department of Chemistry, College of Natural Sciences, Cheju National University) ;
  • Choi, Chi-Kyu (Department of Physics, College of Natural Sciences, Cheju National University) ;
  • Park, Ki-Min (Jeong Weon Chemical Co. Ltd) ;
  • Byun, Jong-Chul (Department of Chemistry, College of Natural Sciences, Cheju National University)
  • Published : 2006.11.20
Download PDF
⟨ Previous Next ⟩

Abstract

The dinuclear tetraazadiphenol macrocyclic nickel(II) complexes [$Ni_2$([20]-DCHDC)]$Cl_2$ (I), [$Ni_2$([20]-DCHDC)]$(ClO_4)_2{\cdot}2CH_3CN $ (II(b)) and [$Ni_2$([20]-DCHDC)$(NCS)_2$] (III) {$H_2$[20]-DCHDC = 14,29-dimethyl-3,10,18,25-tetraazapentacyclo-[25,3,1,$0^{4,9}$,$1^{12,16}$,$0^{19,24}$]ditriacontane-2,10,12,14,16(32),17,27(31), 28,30-decane-31,32-diol} have been synthesized by self-assembly and characterized by elemental analyses, conductances, FT-IR and FAB-MS spectra, and single crystal X-ray diffraction. The crystal structure of II(b) is determined. It crystallizes in the monoclinic space group P2(1)/c. The coordination geometries around Ni(II) ions in I and II(b) are identical and square planes. In complex III each Ni(II) ion is coordinated to $N_2O_2$ plane from the macrocycle and N atoms of NCS- ions occupying the axial positions, forming a square pyramidal geometry. The nonbonded Ni…Ni intermetallic separation in the complex II(b) is 2.8078(10) $\AA$. The FAB mass spectra of I, II and III display major fragments at m/z 635.1, 699.4 and 662.4 corresponding to [$Ni_2$([20]-DCHDC)(Cl + 2H)]$^+$, [$Ni_2$([20]-DCHDC)$(ClO_4\;+\;2H)]^+$ and [$Ni_2$([20]-DCHDC)(NCS) + 6H]$^+$, respectively.

Keywords

References

  1. Bernhardt, P. V.; Lawrance, G. A. Coord. Chem. Rev. 1990, 104, 297 https://doi.org/10.1016/0010-8545(90)80045-U
  2. Thompson, L. K.; Mandal, S. K.; Tandon, S. S.; Bridson, J. N.; Park, M. K. Inorg. Chem. 1996, 35, 3117 https://doi.org/10.1021/ic9514197
  3. Latos-Grazynski, L.; Rachlewicz, K.; Wojaczynski, J. Coord. Chem. Rev. 1999, 109, 192
  4. He, H.; Martell, A. E.; Motekaitis, R. J.; Reibenspies, J. H. Inorg. Chem. 2000, 39, 1586 https://doi.org/10.1021/ic9911264
  5. Huang, W.; Hu, D. H.; Gou, S. H., Chantrapromma, S.; Fun, H. K.; Xu, Y. O.; Meng, J. Inorg. Chim. Acta 2003, 342, 9 https://doi.org/10.1016/S0020-1693(02)01135-0
  6. Korupoju, S. H.; Mangayarkarasi, N.; Ameerunisha, S.; Valente, E. J.; Zacharias, P. S. J. Chem. Soc., Dalton Trans. 2000, 2845
  7. Busch, D. H. Acc. Chem. Res. 1978, 11, 392 https://doi.org/10.1021/ar50130a005
  8. Kinneary, J. F.; Wagler, T. R.; Burrows, C. J. Tetrahedron Lett. 1988, 29, 877 https://doi.org/10.1016/S0040-4039(00)82471-5
  9. Thom, V. J.; Boeyens, C. A.; McDougall, G. J.; Hancock, R. D. J. Am. Chem. Soc. 1984, 106, 3198 https://doi.org/10.1021/ja00323a023
  10. Morphy, J. R.; Parker, D.; Alexander, T.; Bains, A.; Carne, A. F.; Eaton, M. A.; Harrison, A.; Phipps, A.; Rhind, S. K.; Titmas, R.; Wheaterby, D. Chem. Commun. 1998, 156
  11. Bennani, Y. L.; Hanessian, S. Chem. Rev. 1997, 97, 3161 https://doi.org/10.1021/cr9407577
  12. Nam, W.; Valentine, J. S. J. Am. Chem. Soc. 1993, 115, 1772 https://doi.org/10.1021/ja00058a023
  13. Hubin, T.; McCormick, J. M.; Collinson, S. R.; Buchalova, M.; Perkins, C. M.; Alcock, N. W.; Kahol, P. K.; Raghunathan, A.; Bush, D. H. J. Am. Chem. Soc. 2002, 122, 2512 https://doi.org/10.1021/ja990366f
  14. Tascedda, P.; Dunach, E. J. Chem. Soc. Chem. Commun. 1995, 43
  15. Esteves, A. P.; Goken, D. M.; Klein, L. J.; Lemos, M. A.; Medeiros, M. J.; Peters, D. G. J. Org. Chem. 2003, 68, 1024 https://doi.org/10.1021/jo026102k
  16. Olivero, S.; Rolland, J. P.; Dunach, E. Organometallics 1998, 17, 3747 https://doi.org/10.1021/om980247t
  17. Pozzi, G.; Cavazzini, M.; Quici, S. Tetrahedron Lett. 1997, 43, 7605
  18. Tanigughi, S. Bull. Chem. Soc. Jpn. 1984, 57, 2683 https://doi.org/10.1246/bcsj.57.2683
  19. Sheldrick, G. M. Acta Crystallogr. 1990, A46, 467
  20. Sheldrick, G. M. SHELXL-97, Program for the Refinement of Crystal Structures; University of Gottingen: Germany, 1997
  21. Ruiz, E.; Cano, J.; Alvarez, S.; Alemany, P. J. Am. Chem. Soc. 1998, 120, 11122 https://doi.org/10.1021/ja981661n
  22. Zhang, H.; Wang, X.; Zhang, K.; Gao, B. K. Coord. Chem. Rev. 1999, 183, 157 https://doi.org/10.1016/S0010-8545(98)00270-7
  23. Inoue, K. J.; Ohba, M.; Ôkawa, H. Bull. Chem. Soc. Jpn. 2002, 75, 99 https://doi.org/10.1246/bcsj.75.99
  24. Wada, H.; Aono, T.; Motoda, K.; Ohba, M.; Matsumoto, N.; Okawa, H. Inorg. Chim. Acta 1996, 246, 13 https://doi.org/10.1016/0020-1693(96)05045-1
  25. Huang, W.; Gou, S.; Hu, D.; Xu, Y.; Chantrapromma, S.; Meng, Q. J. Mol. Struc. 2005, 743, 61
  26. Hori, A.; Yonemura, M.; Ohba, M.; Okawa, H. Bull. Chem. Soc. Jpn. 2001, 74, 495 https://doi.org/10.1246/bcsj.74.495
  27. Byun, J. C.; Han, C. H.; Kim, K. J. Inorg. Chem. Commun. 2006, 9, 171 https://doi.org/10.1016/j.inoche.2005.10.024
  28. Byun, J. C.; Lee, W. H.; Han, C. H. Inorg. Chem. Commun. 2006, 9, 563 https://doi.org/10.1016/j.inoche.2006.02.020
  29. El-Shahawi, M. S. Spectrochim. Acta Part A 1995, 51, 161 https://doi.org/10.1016/0584-8539(94)E0101-F
  30. Socrates, G. Infrared and Raman Characteristic Group Frequencies, 3rd ed.; Wiley: New York, 2001; p 320
  31. Byun, J. C.; Han, C. H.; Park, Y. C. Bull. Korean Chem. Soc. 2005, 26, 1044 https://doi.org/10.5012/bkcs.2005.26.7.1044
  32. Asokan, A.; Varghese, B.; Caneschi, A.; Manoharan, P. T. Inorg. Chem. 1998, 37, 228 https://doi.org/10.1021/ic9711675

Cited by

  1. Extra Large Macrocycle: 40-Membered Macrocycle via 2:2 Cyclization and Its Dimercury(II) Complex vol.50, pp.17, 2011, https://doi.org/10.1021/ic2009607
  2. Macrocycle Incorporating Two Pyridines: First Examples of an Infinite Mercury(I) Complex and a Dumbbell-Shaped Heteronuclear Complex with a Macrocyclic Ligand vol.55, pp.21, 2016, https://doi.org/10.1021/acs.inorgchem.6b01583
  3. )dimanganese(II) vol.64, pp.12, 2008, https://doi.org/10.1107/S1600536808035551
  4. Preparation of the New Macropolycycle Containing N-CH2-N Linkages and Its Reaction with Methanol in the Presence of Cu2+ Ion: Formation of a Copper(II) Complex Bearing Two N-Meth vol.28, pp.3, 2006, https://doi.org/10.5012/bkcs.2007.28.3.489
  5. Selective Synthesis of a New Macropolycycle Containing One N-CH2-N Linkage and Its Reaction with Cu2+ and Ni2+ Ions in Methanol vol.29, pp.10, 2006, https://doi.org/10.5012/bkcs.2008.29.10.1905
  6. Dicopper(II) and Dicadmium(II) Complexes of Double-Tweezer Ligand with Thiopyridine Moiety vol.29, pp.6, 2006, https://doi.org/10.5012/bkcs.2008.29.6.1253
  7. Mercury(II) Halide and Copper(I) Iodide Complexes of Double-Tweezer Ligand with Thiocyclohexyl End-Group vol.30, pp.4, 2006, https://doi.org/10.5012/bkcs.2009.30.4.961
  8. Syntheses, molecular and supramolecular structures, electrochemistry and magnetic properties of two macrocyclic dinickel(II) complexes vol.30, pp.11, 2011, https://doi.org/10.1016/j.poly.2011.04.029
  9. Synthesis and Characterization of Compartmental Macrocyclic Binuclear Copper(II) Complex with Bidentate Perchlorato Ligand vol.35, pp.1, 2006, https://doi.org/10.5012/bkcs.2014.35.1.269