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Efficient Synthesis of 1,10-Phenantroline-5,6-dione

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Abstract

A method for the synthesis of 1,10-phenanthroline-5,6-dione via oxidation of 1,10-phenanthroline in the Br2-H2SO4-HNO3 system has been elaborated.

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References

  1. Belser, P., Bernhard, S., Blum, C., Beyeler, A., De Cola, L., and Balzani, V., Coord. Chem. Rev., 1999, vols. 190–192, p. 155. doi https://doi.org/10.1016/S0010-8545(99)00075-2

    Article  Google Scholar 

  2. Wendlandt, A.E. and Stahl, S.S., J. Am. Chem. Soc., 2014, vol. 136, no. 1, p. 506. doi https://doi.org/10.1021/ja411692v

    Article  CAS  PubMed  Google Scholar 

  3. Inglett, G.E. and Smith, G.F., J. Am. Chem. Soc., 1950, vol. 72, no. 2, p. 842. doi https://doi.org/10.1021/ja01158a051

    Article  CAS  Google Scholar 

  4. Gillard, R.D., Hill, R.E.E., and Maskill, E., J. Chem. Soc. (A), 1970, no. 5, p. 1217. doi https://doi.org/10.1039/j19700000707

  5. Yamada, M., Tanaka, Y., Yoshimoto, Y., Kuroda, S., and Shimao, I., Bull. Chem. Soc. Japan, 1992, vol. 65, no. 4, p. 1006. doi https://doi.org/10.1246/bcsj.65.1006

    Article  CAS  Google Scholar 

  6. Herrero, C., Quaranta, A., Fallahpour R-A., Leibl, W., and Aukauloo, A., J. Phys. Chem. (C), 2013, vol. 117, no. 19, p. 9605. doi https://doi.org/10.1021/jp4025816

    Article  CAS  Google Scholar 

  7. Cardinaels, T., Ramaekers, J., Nockemann, P., Driesen, K., Van Hecke, K., Van Meervelt Luc, Lei Shengbin, De Feyter, S., Guillon, D., Donnio, B., and Binnemans, K., Chem. Mater., 2008, vol. 20, no. 4, p. 1278. doi https://doi.org/10.1021/cm070637i

    Article  CAS  Google Scholar 

  8. Zhao Y-L., Hu, L., Gruner, G., and Stoddart, J.F., J. Am. Chem. Soc., 2008. Vol.130, no. 50, p. 16996. doi https://doi.org/10.1021/ja805393b

    Article  CAS  PubMed  Google Scholar 

  9. Ettedgui, J., Diskin-Posner, Y., Weiner, L., and Neumann, R., J. Am. Chem. Soc., 2011, vol. 133, no. 2, p. 188. doi https://doi.org/10.1021/ja1078199

    Article  CAS  PubMed  Google Scholar 

  10. Zhong, C., Huang, H., He, A., and Zhang, H., Dyes Pigm., 2008, vol. 77, no. 3, p. 578. doi https://doi.org/10.1016/j.dyepig.2007.08.008

    Article  CAS  Google Scholar 

  11. Hissler, M., Connick, W.B., Geiger, D.K., McGarrah, J.E., Lipa, D., Lachicotte, R.J., and Eisenberg, R., Inorg. Chem., 2000, vol. 39, no. 3, p. 447. doi https://doi.org/10.1021/ic991250n

    Article  CAS  PubMed  Google Scholar 

  12. Nunes, A., Djakovitch, L., Khrouz, L., Felpin, F.-X., and Dufaud, V., Mol. Catal., 2017, vol. 437, p. 150. doi https://doi.org/10.1016/j.molcata.2016.11.017

    Article  CAS  Google Scholar 

  13. Pena, B., Barhoumi, R., Burghardt, R.C., Turro, C., and Dunbar, K.R., J. Am. Chem. Soc., 2014, vol. 136, no. 22, p. 7861. doi https://doi.org/10.1021/ja503774m

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Yang, W. and Nakano, T., Chem. Commun, vol. 51, no. 97, p. 17269. doi https://doi.org/10.1039/c5cc07005h

  15. Monro, S., Scott, J., Chouai, A., Lincoln, R., Zong, R., Thummel, R.P., and McFarland, S.A., Inorg. Chem., 2010, vol. 49, no. 6, p. 2889. doi https://doi.org/10.1021/ic902427r

    Article  CAS  PubMed  Google Scholar 

  16. Kelly, A.W., Wheaton, A.M., Nicholas, A.D., Barnes, F.H., Patterson, H.H., and Pike, R.D., Eur. J. Inorg. Chem., 2017, vol. 2017, no. 43, p. 4990. doi https://doi.org/10.1002/ejic.201701052

    Article  CAS  Google Scholar 

  17. Antkowiak, R. and Antkowiak, W.Z., Heterocycles, 1998, vol. 47, no. 2, p. 893. doi https://doi.org/10.3987/COM-97-S(N)99

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Institute of Macromolecular Compounds of the Russian Academy of Sciences, Bol’shoi pr. V. O. 31, St. Petersburg, 199004, Russia

    S. A. Miltsov

  2. St. Petersburg State University, St. Petersburg, Russia

    V. S. Karavan

  3. Fritz Haber Center for Molecular Dynamics, Institute of Chemistry, Hebrew University of Jerusalem, Jerusalem, Israel

    V. A. Borin

Authors
  1. S. A. Miltsov
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  2. V. S. Karavan
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  3. V. A. Borin
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Correspondence to S. A. Miltsov.

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Miltsov, S.A., Karavan, V.S. & Borin, V.A. Efficient Synthesis of 1,10-Phenantroline-5,6-dione. Russ J Gen Chem 89, 1055–1057 (2019). https://doi.org/10.1134/S1070363219050281

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  • DOI: https://doi.org/10.1134/S1070363219050281

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