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Synthesis, photophysical and electrochemical properties of iridium(III) complexes with 2-aryl-1-phenylbenzimidazoles

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Abstract

A series of mixed-ligand cyclometalated iridium(III) complexes with 2-aryl-1-phenylbenzimidazoles (where aryl is phenyl, 4-chlorophenyl, 4-(N,N-dimethylamino)phenyl, 3,4-dimethoxyphenyl, and 2-thienyl) and 11-carboxydipyrido[3,2-a:2′,3′-c]phenazine have been synthesized and characterized by 1H NMR and 31P NMR spectroscopy and mass spectrometry. The electron absorption spectra (EASs) of the complexes are observed to contain charge-transfer bands in the low-energy region (below 600 nm, ɛ ≈ (1–3) × 103 mol/(L cm)). The bands experience appreciable bathochromic shifts as the electron-donating properties of a benzimidazole ligand strengthen. The complexes manifest luminescence in the yellow-red spectral region. According to alternating current voltammetry data, reversible and quasi-reversible redox transitions (E ox ≈ 1.2–1.7 V with respect to SHE, CH3CN) are observed in solutions of the studied complexes.

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References

  1. S. Lamansky, P. Djurovich, D. Murphy, et al., J. Am. Chem. Soc. 123, 4304 (2001).

    Article  CAS  Google Scholar 

  2. W.-Y. Wong and C.-L. Ho, Coord. Chem. Rev. 253, 1709 (2009).

    Article  CAS  Google Scholar 

  3. K. K.-W. Lo, K.H.-K. Tsang, K.-S. Sze, et al., Coord. Chem. Rev. 251, 2292 (2007).

    Article  CAS  Google Scholar 

  4. M. M.-S. Toro, J. F. Fernandez-Sanchez, E. Baranoff, et al., Talanta 82, 620 (2010).

    Article  Google Scholar 

  5. E. D. Cline, S. E. Adamson, and S. Bernhard, Inorg. Chem. 47, 10378 (2008).

    Article  CAS  Google Scholar 

  6. Y.-J. Yuan, J.-Y. Zhang, Z.-T. Yu, et al., Inorg. Chem. 51, 4123 (2012).

    Article  CAS  Google Scholar 

  7. C. A. Bignozzi, R. Argazzi, R. Boaretto, et al., Coord. Chem. Rev. 257, 1472 (2013).

    Article  CAS  Google Scholar 

  8. H. F. Ridley, R. G. W. Spickett, and G. M. Timmis, J. Heterocycl. Chem. 2, 453 (1965).

    Article  CAS  Google Scholar 

  9. F. Shao, B. Elias, W. Lu, and J. K. Barton, Inorg. Chem. 46, 10187 (2007).

    Article  CAS  Google Scholar 

  10. A. M. Oki and R. J. Morgan, Synth. Commun. 25, 4093 (1995).

    Article  CAS  Google Scholar 

  11. A. A. Granovsky, http://classic.chem.msu.su/gran/firefly/index.html

  12. M. W. Schmidt, K. K. Baldridge, J. A. Boatz, et al., J. Comput. Chem. 14, 1347 (1993).

    Article  CAS  Google Scholar 

  13. P. J. Stephens, F. J. Devlin, C. F. Chabalowski, et al., J. Phys. Chem. 98, 11623 (1994).

    Article  CAS  Google Scholar 

  14. D. Andrae, U. Haussermann, M. Dolg, et al., Theor. Chim. Acta 77, 123 (1990).

    Article  CAS  Google Scholar 

  15. R. Krishnan, J. S. Binkley, J. A. Pople, et al., J. Chem. Phys. 72, 650 (1980).

    Article  CAS  Google Scholar 

  16. W.-S. Huang, J. T. Lin, C.-H. Chien, et al., Chem. Mater. 16, 2480 (2004).

    Article  CAS  Google Scholar 

  17. G.-G. Shan, H.-B. Li, H.-Z. Sun, et al., Dalton Trans. 42, 11056 (2013).

    Article  CAS  Google Scholar 

Download references

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Authors and Affiliations

  1. Moscow State University, Moscow, 119991, Russia

    S. I. Bezzubov, V. D. Dolzhenko & Yu. M. Kiselev

Authors
  1. S. I. Bezzubov
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  2. V. D. Dolzhenko
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  3. Yu. M. Kiselev
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Correspondence to S. I. Bezzubov.

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Original Russian Text © S.I. Bezzubov, V.D. Dolzhenko, Yu.M. Kiselev, 2014, published in Zhurnal Neorganicheskoi Khimii, 2014, Vol. 59, No. 6, pp. 749–755.

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Bezzubov, S.I., Dolzhenko, V.D. & Kiselev, Y.M. Synthesis, photophysical and electrochemical properties of iridium(III) complexes with 2-aryl-1-phenylbenzimidazoles. Russ. J. Inorg. Chem. 59, 571–577 (2014). https://doi.org/10.1134/S0036023614060047

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  • DOI: https://doi.org/10.1134/S0036023614060047

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