Differential binding of a facultative tridentate ligand 4-(benzimidazol-2-yl)-3-thiabutanoic acid to CuII and NiII

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Craig J. Matthews, Sarah L. Heath, Mark R. J. Elsegood, William Clegg, Troy A. Leese and Joyce C. Lockhart


Abstract

The crystal structure of a new tridentate ligand 4-(benzimidazol-2-yl)-3-thiabutanoic acid (HL), which provides a benzimidazole, a thioether and a carboxyl donor group that can be regarded as mimics of His, Met and Asp/Glu side chains in proteins, has been determined, together with those of its octahedral [CuL2] (brilliant blue) and [NiL2] (bright turquoise) complexes and the ligand field spectra of the chelates, for which the ligands provide an S2N2O2 donor set, in each case, but different positional isomers for the copper (t,c,c) and the nickel (c,c,c) chelates.


References

  1. K. D. Karlin and Z. Teklar(Editors), Bioinorganic Chemistry of Copper, Chapman and Hall, New York, 1993 Search PubMed.
  2. E. T. Adman, Adv. Protein Chem., 1991, 42, 145 Search PubMed.
  3. C. Dennison, E. Vijgenboom, W. R. Hagen and G. W. Canters, J. Am. Chem. Soc., 1996, 118, 7406 CrossRef CAS.
  4. J. R. Lancaster(Editor), the Bioinorganic Chemistry of Nickel, VCH, New York, 1988 Search PubMed.
  5. R. Cammack, Adv. Inorg. Chem., 1988, 32, 297 CAS.
  6. M. K. Eidsness, R. S. Sullivan, J. R. Schwartz, P. L. Hartzell, R. D. Wolfe, A.-M. Flank, S. P. Cramer and R. A. Scott, J. Am. Chem. Soc., 1986, 108, 3120 CrossRef CAS.
  7. J. Van Elp, G. Peng, B. G. Searle, S. Mitra-Kirtley, Y.-H. Huang, M. K. Johnson, Z. H. Zhou, M. W. W. Adams, M. J. Maroney and S. P. Cramer, J. Am. Chem. Soc., 1994, 116, 1918 CrossRef CAS.
  8. M. A. Halcrow and G. Christou, Chem. Rev., 1994, 94, 2421 CrossRef CAS.
  9. C. J. Matthews, T. A. Leese, W. Clegg, M. R. J. Elsegood, L. Horsburgh and J. C. Lockhart, Inorg. Chem., 1996, 35, 7563 CrossRef CAS.
  10. E. Bouwman and J. Reedijk, Inorg. Chim. Acta, 1994, 215, 151 CrossRef CAS.
  11. D. C. Goodman, R. M. Buonomo, P. J. Farmer, J. H. Reibenspeis and M. Y. Darensbourg, Inorg. Chem., 1996, 35, 4029 CrossRef CAS.
  12. D. C. Goodman, P. J. Farmer, M. Y. Darensbourg and J. H. Reibenspeis, Inorg. Chem., 1996, 35, 4989 CrossRef CAS.
  13. SMART (diffractometer control) and SAINT (integration) software for area detectors, Bruker AXS, Madison, WI, 1994.
  14. G. M. Sheldrick, SHELXTL User Manual, Version 5, Bruker AXS, Madison, WI, 1994 Search PubMed.
  15. F. H. Allen and O. Kennard, Chem. Des. Automat. News, 1993, 8, 31 Search PubMed.
  16. B. A. Fields, J. M. Gess and H. C. Freeman, J. Mol. Biol., 1991, 222, 1053 CrossRef CAS.
  17. G. E. Norris, B. F. Anderson and E. N. Baker, J. Am. Chem. Soc., 1986, 108, 2784 CrossRef CAS.
  18. D. C. Goodman, T. Tuntulani, P. J. Farmer, M. Y. Darensbourg and J. H. Reibenspeis, Angew. Chem., Int. Ed. Engl., 1993, 32, 116 CrossRef.
  19. A. J. Blake, M. A. Halcrow and M. Schroder, J. Chem. Soc., Dalton Trans., 1994, 1463 RSC.
  20. S. B. Choudhury, D. Ray and A. Chakravorty, Angew. Chem., Int. Ed. Engl., 1991, 30, 193 CrossRef.
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