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Crown ether styryl dyes

21. Synthesis, spectral properties, and complex formation oftrans-isomers of the chromogenic dithia-15(18)-crown-5(6) ethers

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

Novel styryl dyes containing dithia-15(18)-crown-6(5)-ether moieties were synthesized. Their selective complex formation with Hg2+ and Ag+ ions was studied by1H NMR and electronic spectroscopy; the stability constants of the Ag+ complexes and the relative stability constants (in relation to benzodithia-18-crown-6) of the Hg2+ complexes were determined. The chemical shifts of the \,\′-protons in the CH2S group change upon the complex formation in parallel with the logK 1 values of the complexes.

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References

  1. S. P. Gromov, D. E. Levin, K. Ya. Burshtein, V. E. Krasnovskii, S. N. Dmitrieva, A. A. Golosov, and M. V. Alfimov,Izv. Akad. Nauk, Ser. Khim., 1997, 999 [Russ. Chem. Bull., 1997, 959 (Engl. Transl.)].

  2. Cation Binding by Macrocycles, Eds. Y. Inoue and G. W. Gokel, Marcel Dekker, New York, 1990.

    Google Scholar 

  3. S. P. Gromov, E. N. Ushakov, O. A. Fedorova, A. V. Buevich, and M. V. Alfimov,Izv. Akad. Nauk, Ser. Khim., 1996, 693 [Russ. Chem. Bull., 1996,45, 654 (Engl. Transl.)].

    Google Scholar 

  4. S. P. Gromov, O. A. Fedorova, E. N. Ushakov, O. B. Stanislavskii, I. K. Lednev, and M. V. Alfimov,Dokl. Akad. Nauk SSSR, 1991,317, 1134 [Dokl. Chem., 1991 (Engl. Transl.)].

    CAS  Google Scholar 

  5. O. B. Stanislavskii, E. N. Ushakov, S. P. Gromov, O. A. Fedorova, and M. V. Alfimov,Izv. Akad. Nauk, Ser. Khim., 1996, 605 [Russ. Chem. Bull., 1996,45, 564 (Engl. Transl.)].

    Google Scholar 

  6. O. A. Fedorova, S. P. Gromov, and M. V. Alfimov,Dokl. Akad. Nauk, 1995,341, 219 [Dokl. Chem., 1995 (Engl. Transl.)].

    CAS  Google Scholar 

  7. E. N. Ushakov, S. P. Gromov, O. A. Fedorova, and M. V. Alfimov,Izv. Akad. Nauk, Ser. Khim., 1997, 484 [Russ. Chem. Bull., 1997,46, 463 (Engl. Transl.)].

    Google Scholar 

  8. Crown Compounds: Towards Future Application, Ed. S. R. Cooper, VCH Publishers, New York, 1992.

    Google Scholar 

  9. S. P. Gromov, O. A. Fedorova, A. I. Vedernikov, V. V. Samoshin, N. S. Zefirov, and M. V. Alfimov,Izv. Akad. Nauk, Ser. Khim., 1995, 121 [Russ. Chem. Bull., 1995,44, 116 (Engl. Transl.)].

    Google Scholar 

  10. F. Wada, H. Hirayama, H. Namiki, K. Kikukawa, and T. Matsuda,Bull. Chem. Soc. Jpn., 1980,53, 1473.

    Article  CAS  Google Scholar 

  11. M. Koral, D. Bonis, A. J. Fusco, P. Dougherty, A. Leifer, and J. E. LuValle,J. Chem. Eng. Data, 1964,9, 406.

    Article  CAS  Google Scholar 

  12. W. H. Kruizinga and R. M. Kellogg,J. Am. Chem. Soc., 1981,103, 5183.

    Article  CAS  Google Scholar 

  13. H. Günther, NMRSpectroscopy. An Introduction, J. Wiley and Sons, New York, 1980, Ch. 2.

    Google Scholar 

  14. I. I. Baskin, K. Ya. Burshtein, A. A. Bagatur'yants, S. P. Gromov and M. V. Alfimov,Dokl. Akad. Nauk, 1992,325, 306 [Dokl. Chem., 1992 (Engl. Transl.)].

    CAS  Google Scholar 

  15. S. P. Gromov, M. V. Fomina, and M. V. Alfimov,Izv. Akad. Nauk, Ser. Khim., 1993, 1625 [Russ. Chem. Bull., 1993,42, 1561 (Engl. Transl.)].

    Google Scholar 

  16. R. M. Izatt, R. E. Terry, L. D. Hansen, A. G. Avondet, J. S. Bradshaw, N. K. Dally, T. E. Jensen, and J. J. Christensen,J. Inorg. Chim. Acta, 1978,30, 1.

    Article  CAS  Google Scholar 

  17. S. P. Gromov, O. A. Fedorova, M. V. Alfimov, S. I. Druzhinin, M. V. Rusalov, and B. M. Uzhinov,Izv. Akad. Nauk, Ser. Khim., 1995, 2003 [Russ. Chem. Bull., 1995,44, 1922 (Engl. Transl.)].

  18. R. M. Izatt, G. Wu, W. Jiang, and N. K. Dally,Inorg. Chem., 1990,29, 3828.

    Article  CAS  Google Scholar 

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For Part 20, see Ref. 1.

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1007–1014, May, 1997.

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Gromov, S.P., Fedorova, O.A., Vedernikov, A.I. et al. Crown ether styryl dyes. Russ Chem Bull 46, 967–974 (1997). https://doi.org/10.1007/BF02496129

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  • DOI: https://doi.org/10.1007/BF02496129

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