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Crown ether-containing styryl dyes

9. Synthesis of chromogenic indolenine crown ethers from nitropyridinium salts

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Abstract

The method for the synthesis of indoles from nitropyridinium salts has been improved. A method for synthesizing novel derivatives of indoleninium quaternary salts has been developed. The condensation of indoleninium salts with formyl derivatives of crown ethers leading to styryl dyes is described. Photoisomerization and complexing of crown-ether dyes with ions of alkaline and alkaline-earth metals have been studied. The shift of the long-wave absorption maximum has been observed to depend on the size and charge density of the metal cation.

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References

  1. M. V. Alfimov, S. P. Gromov, O. B. Stanislavskii, E. N. Ushakov, and O. A. Fedorova,Izv. Akad. Nauk, Ser. Khim., 1993, 1449 [Russ. Chem. Bull., 1993,42, 1358 (Engl. Transl.)].

    Google Scholar 

  2. M. V. Alfimov, S. P. Gromov, and I. K. Lednev,Chem. Phys. Lett., 1991,185, 455.

    Google Scholar 

  3. H. G. Löhr and F. Fögtle,Acc. Chem. Res., 1985,18, 65.

    Google Scholar 

  4. M. V. Alfimov and S. P. Gromov,Supramolecular Chemistry, Kluwer Academic Publ, Dordrecht, 1992, 343.

    Google Scholar 

  5. S. P. Gromov and Yu. G. Bundel',Dokl. Akad. Nauk SSSR, 1985,281, 585 [Dokl. Chem., 1985,281 (Engl. Transl.)].

    Google Scholar 

  6. S. P. Gromov, M. M. Bkhaumik, and Yu. G. Bundel',Khim. Geterotsikl. Soedin., 1985, 522 [Chem. Heterocycl. Comp. USSR, 1985 (Engl. Transl.)].

  7. M. A. Yurovskaya, A. Z. Afanas'ev, V. A. Chertkov, E. M. Gizatullina, and Yu. G. Bundel',Khim. Geterotsikl. Soedin., 1987, 1625 [Chem. Heterocyd. Comp. USSR, 1987 (Engl. Transl.)].

  8. American Home Products Corp. Pat. 702980 (GB);C. A. 1955,49, 5515.

    Google Scholar 

  9. A. J. Warring, inComprehensive Organic Chemistry. The Synthesis and Reactions of Organic Compounds, Eds. D. H. R. Barton and W. D. Ollis, Pergamon Press, 1979,2.

  10. A. N. Kost, S. P. Gromov, and R. S. Sagitullin,Tetrahedron, 1981,37, 3423.

    Google Scholar 

  11. S. P. Gromov, M. V. Fomina, G. K. Chudinova, V. A. Barachevskii, and M. V. Alfimov,Dokl. Akad. Nauk, 1992,321, 739 [Dokl. Chem., 1992,321 (Engl. Transl.)].

    Google Scholar 

  12. M. A. Yurovskaya, A. Z. Afanas'ev, V. A. Chertkov, and Yu. G. Bundel',Khim. Geterotsikl. Soedin., 1988, 854 [Chem. Heterocycl. Comp. USSR, 1988 (Engl. Transl.)].

  13. Yu. M. Chunaev and N. M. Przhiyalgovskaya,Itogi nauki i tekhniki. Organicheskaya Khimiya [Progress in Science and Technology. Organic Chemistry], VINITI, Moscow, 1990,14, 4 (in Russian).

    Google Scholar 

  14. D. M. Sturmer and D. R. Diehl,ECT, 3rd Edition, 1982,18, 848.

    Google Scholar 

  15. 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., 1992,325 (Engl. Transl.)].

    Google Scholar 

  16. S. P. Gromov, M. V. Fomina, E. N. Ushakov, I. K. Lednev, and M. V. Alfimov,Dokl. Akad. Nauk SSSR, 1990,314, 1135 [Dokl. Chem., 1990,314 (Engl. Transl.)).

    Google Scholar 

  17. E. Fischer,J. Phys. Chem., 1967,71, 3704.

    Google Scholar 

  18. L. A. Fedorov and A. N. Ermakov, inSpektroskopiya YaMR v neorganicheskom analize [NMR Spectroscopy in Inorganic Analysis], Nauka, Moscow, 1989, 121 (in Russian).

    Google Scholar 

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For communication 8, see ref. 1.

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1625–1632, September, 1993.

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Gromov, S.P., Fomina, M.V. & Alfimov, M.V. Crown ether-containing styryl dyes. Russ Chem Bull 42, 1561–1569 (1993). https://doi.org/10.1007/BF00699196

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  • DOI: https://doi.org/10.1007/BF00699196

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