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A DFT study of 2,2′-bi-1,10-phenanthroline and its reduced form as a potential ligand for new tetraaza chromophore complexes

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Abstract

1,10-Phenanthroline, 2,2′-bi-1,10-phenanthroline, and its dianion were examined by DFT B3LYP calculations in the 6-31G** basis set using the GAMESS-2006 program complex. The rigid tetradentate heterocycle, 2,2′-bi-1,10-phenanthroline, in the reduced electron-excessive form L2− creates more favorable geometric and electronic conditions for insertion of complexing ions in its cavity, compared to the neutral ligand.

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References

  1. Sammes, P.G. and Yahioglu, G., Chem. Soc. Rev., 1994, vol. 23, no. 5, p. 327.

    Article  CAS  Google Scholar 

  2. Monk, R., Wright, L., Dungey, K., and Burke, A., in Southeast Regional Meet. of the American Chemical Society, 2002, June, p. 55.

  3. Moiseev, I.I., Vargaftik, M.N., Gekhman, A.E., Stromnova, T.A., and Moiseeva, N.I., in Teoreticheskaya i prikladnaya neorganicheskaya khimiya (Theoretical and Applied Inorganic Chemistry), Moscow: Nauka, 1999, p. 74.

    Google Scholar 

  4. Volokitin, Y., Sinzig, J., Jongh, L.J. de, Schmid, G., Vargaftik, N., and Moiseev, I.I., Nature, 1996, vol. 384, no. 12, p. 621.

    Article  CAS  Google Scholar 

  5. Misra Sudhindra, N. and Singh, Megh., J. Indian Chem. Soc., 1983, vol. 60, no. 2, p. 115.

    Google Scholar 

  6. Catellani, M. and Chiusoli, G.P., J. Organomet. Chem., 1988, vol. 346, no. 1, p. C27.

    Article  CAS  Google Scholar 

  7. Beer, R.H., Jimenez, J., and Drago, R.S., J. Org. Chem., 1993, vol. 58, no. 7, p. 1746.

    Article  CAS  Google Scholar 

  8. Shulman, A. and White, D.O., Chem.-Biol. Interact., 1973, vol. 6, no. 2, p. 407.

    Article  CAS  Google Scholar 

  9. Ward, S.G., Taylor, R.C., Crowe, A.J., Balzarini, J., and De Clercq, E., Appl. Organomet. Chem., 1989, vol. 3, no. 5, p. 431.

    Article  CAS  Google Scholar 

  10. Hu, C., Wang, S., Zhao, S., Shen, W., and Wang, P., Zhongguo Yaowu Huaxue Zazhi, 1994, vol. 4, no. 1, p. 32.

    CAS  Google Scholar 

  11. Pallenberg, A.J., Branca, A., Marschner, T.M., and Patt, L.M., PCT Int. Appl. WO 9427594, December 8, 1994; US Appl. 71440, June 2, 1993.

  12. Kostova, I., Recent Pat. Anti-Cancer Drug Discov., 2006. vol. 1, no. 1, p. 1.

    Article  CAS  Google Scholar 

  13. Pitie, M., Croisy, A., Carrez, D., Boldron, C., and Meunier, B., Chembiochem., 2005, vol. 6, no. 4, p. 686.

    Article  CAS  Google Scholar 

  14. Powell, R.D., US Patent 5728590, March 17, 1998.

  15. Lu, W., Vicic, D.A., and Barton, J.K., Inorg. Chem., 2005, vol. 44, no. 22, p. 7970.

    Article  CAS  Google Scholar 

  16. Cusumano, M., Di Pietro, M.L., and Giannetto, A., Inorg. Chem., 2006, vol. 45, no. 1, p. 230.

    Article  CAS  Google Scholar 

  17. Dupureur, C.M. and Barton, J.K., Inorg. Chem., 1997, vol. 36, no. 1, p. 33.

    Article  CAS  Google Scholar 

  18. Barton, J.K., Pure Appl. Chem., 1989, vol. 61, no. 3, p. 563.

    Article  CAS  Google Scholar 

  19. Jackson, B.A. and Barton, J.K., J. Am. Chem. Soc., 1997, vol. 119, no. 52, p. 12986.

  20. Nielsen, M.B., Lomholt, H., and Becher, J., Chem. Soc. Rev., 2000, vol. 29, no. 3, p. 153.

    Article  CAS  Google Scholar 

  21. Sun, L.X., Okada, T., Collin, J.P., and Sugihara, H., Anal. Chim. Acta, 1996, vol. 329, no. 1, p. 57.

    Article  CAS  Google Scholar 

  22. Chi-Ying Hung, Tie-Lin Wang, Zhiqiang Shi, and Thummel, R.P., Tetrahedron, 1994, vol. 50, no. 36, p. 10685.

  23. Hirai, M., Shinozuka, K., Sawai, H., and Ogawa, S., Chem. Lett., 1992, no. 10, p. 2023.

  24. Rice, C.R. and Anderson, K.M., Polyhedron, 2000, vol. 19, no. 4, p. 495.

    Article  CAS  Google Scholar 

  25. Griffiths, P.M., Loiseau, F., Puntoriero, F., Serroni, S., and Campagna, S., J. Chem. Soc., Chem. Commun., 2000, no. 10, p. 2297.

  26. Hu Yi-Zhen, Xiang Quin, and Thummel, R.P., Inorg. Chem., 2002, vol. 41, no. 13, p. 3423.

    Article  CAS  Google Scholar 

  27. Demidov, V.N., Kukushkin, Yu.N., Iretskii, A.V., Zhidkova, O.B., and Vedeneeva, L.N., Zh. Obshch. Khim., 1989, vol. 59, no. 8, p. 1886.

    CAS  Google Scholar 

  28. Demidov, V.N., Denisov, I.A., Belyaev, A.N., Yakovlev, V.N., and Kukushkin, Yu.N., Koord. Khim., 1991, vol. 17, no. 12, p. 1717.

    CAS  Google Scholar 

  29. Demidov, V.N., Puzenko, V.G., Savinova, A.I., Vedeneeva, L.N., and Simanova, S.A., Abstracts of Papers, XVIII Mezhdunarodnaya Chernyaevskaya konferentsiya po khimii, analitike n tekhnologii platinuvykh metallov (XVIII Int. Chernyaev Conf. on Chemistry, Analysis, and Technology of Platinum Metals), Moscow, 2006, p. 38.

  30. Hay, P.J. and Wadt, W.R., J. Chem. Phys., 1985, vol. 82, no. 1, p. 284.

    Article  Google Scholar 

  31. Schmidt, M.W., Baldridge, K.K., Boatz, J.A., Elbert, S.T., Gordon, S., Jensen, J.H., Koseki, S., Matsunaga, N., Nguen, K.A., Su, S.J., Windus, T.L., Dupuis, M., and Montgomery, J.A., J. Comput. Chem., 1993, vol. 14, no. 6, p. 1347.

    Article  CAS  Google Scholar 

  32. Grigg, E.C.M., Hall, J.R., and Plowman, R.A., Aust. J. Chem., 1962, vol. 15, no. 3, p. 425.

    CAS  Google Scholar 

  33. Thornton, D.A. and Watkins, G.M., Spectrochim. Acta (A), 1991, vol. 47, no. 8, p. 1085.

    Article  Google Scholar 

  34. Inskeep, R.G., J. Inorg. Nucl. Chem., 1962, vol. 24, no. 5, p. 763.

    Article  Google Scholar 

  35. Howell, S.L. and Gordon, K.C., J. Phys. Chem. A, 2004, vol. 108, no. 13, p. 2536.

    Article  CAS  Google Scholar 

  36. Denisova, A.S. and Lysinova, M.B., Zh. Obshch. Khim., 2002, vol. 72, no. 6, p. 881.

    Google Scholar 

  37. Rosenberger, H., Pettig, M., and Madeja, K., Z. Chem., 1966, vol. 6, no. 1, p. 30.

    CAS  Google Scholar 

  38. Baranovskii, V.I. and Lyubimova, O.O., Elektron. Zh. “Issled. Ross.,” 2001, http://zhurnal.ape.relarn.ru/articles/2001/146.pdf , p. 1682.

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Authors and Affiliations

  1. St. Petersburg State Institute of Technology (Technical University), Moskovskii pr. 26, St. Petersburg, 190013, Russia

    N. S. Panina, V. N. Demidov & S. A. Simanova

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  1. N. S. Panina
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  2. V. N. Demidov
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  3. S. A. Simanova
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Correspondence to N. S. Panina.

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Original Russian Text © N.S. Panina, V.N. Demidov, S.A. Simanova, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 5, pp. 771–776.

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Panina, N.S., Demidov, V.N. & Simanova, S.A. A DFT study of 2,2′-bi-1,10-phenanthroline and its reduced form as a potential ligand for new tetraaza chromophore complexes. Russ J Gen Chem 78, 913–918 (2008). https://doi.org/10.1134/S1070363208050137

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  • DOI: https://doi.org/10.1134/S1070363208050137

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