Examples



mdbootstrap.com



 
Статья
2021

Synthesis, Spectral, Acid-Basic, and Coordination Properties of Bromine- and Methoxy-Substituted Tetraphenylporphyrins


S. G. PuchovskayaS. G. Puchovskaya, Yu. B. IvanovaYu. B. Ivanova, N. V. ChizhovaN. V. Chizhova, S. A. SyrbuS. A. Syrbu
Российский журнал общей химии
https://doi.org/10.1134/S1070363221060104
Abstract / Full Text

The direct synthesis of symmetrically substituted porphyrins: 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetra(3,5-dibromophenyl) porphyrin and 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetra(3,4,5-trimethoxyphenyl) porphyrin – was proposed. The obtained compounds were identified by electron absorption, 1H NMR spectroscopy and mass spectrometry. The acid-base and coordination properties of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetra(3,5-dibromophenyl) porphine and 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetra(3,4,5-trimethoxyphenyl) porphine with respect to Zn2+ and Pd2+ ions in acetonitrile at 298–328 K were studied. The effect of substituents in the β-positions and meso-phenyl fragments of the macrocycle on the spectral and coordination properties of the analyzed compounds was revealed. β-Unsubstituted analogs studied earlier were used as objects of comparison.

Author information
  • Ivanovo State University of Chemistry and Technology, 153000, Ivanovo, RussiaS. G. Puchovskaya
  • G. A. Krestov Institute of Solution Chemistry of the Russian Academy of Sciences, 153045, Ivanovo, RussiaYu. B. Ivanova, N. V. Chizhova & S. A. Syrbu
References
  1. Kim, J.B., Adler, A.D., Longo, F.R., and Dolphin, D., in The Porphyrins, Dolphin, D., Ed., New York: Academic Press, 1978, vol. 1, p. 88.
  2. Syrbu, S.A., Ageeva, T.A., Semeikin, A.S., and Koifman, O.I., Russ. Chem. Bull., 2007, vol. 56, no. 4, p. 707. https://doi.org/10.1007/s11172-007-0108-y
  3. Senge, M.O., Chem. Commun., 2006, no. 3, p. 243. https://doi.org/10.1039/B511389J
  4. Campbell, W.M., Burrell, A.K., Officer, D.L., and Jolley, K.W., Coord. Chem. Rev., 2004, vol. 248, p. 1363. https://doi.org/10.1016/j.ccr.2004.01.007
  5. Pukhovskaya, S.G., Guseva, L.Zh., Semeikin, A.S., and Golubchikov, O.A., Russ. J. Inorg. Chem., 2007, vol. 52, no. 2, p. 293. https://doi.org/10.1134/S0036023607020283
  6. Pukhovskaya, S.G., Guseva, L.Zh., Semeikin, A.S., and Golubchikov, O.A., Kinet. Catal., 2007, vol. 48, no. 2, p. 190. https://doi.org/10.1134/S0023158407020024
  7. Porfiriny: struktura, svoistva, sintez (Porphyrins: Structure, Properties, Synthesis), Enikolopyan, N.S., Ed., Moscow: Nauka, 1985, p. 205.
  8. Berezin, D.B., Ivanova, Yu.B., and Sheinin, V.B., Russ. J. Phys. Chem. (A), 2007, vol. 81, no. 12, p. 1986. https://doi.org/10.1134/S003602440712014X
  9. Uspekhi khimii porfirinov (Advances in Porphyrin Chemistry), Golubchikov, O.A., Ed., St. Petersburg: NII Khimii SPbGU, 2001, vol. 3, p. 47.
  10. Koifman, O.I., Ageeva, T.A., and Syrbu, S.A., Macroheterocycles, 2020, vol. 13, no. 4, p. 183. https://doi.org/10.6060/mhc200814k
  11. Adler, A.D., Longo, F.R., Kampas, F., and Kim, J., J. Inorg. Nucl. Chem., 1970, vol. 32, p. 2443. https://doi.org/10.1016/0022-1902(70)80535-8
  12. Alberry, W.J., Bartlett, P.N., Jones, C.C., and Milgrom, L.R., J. Chem. Res. Synop., 1985, no. 12, p. 364.
  13. Bhyrappa, P. and Krishnan, V., J. Inorg. Chem., 1991, vol. 30, no. 2, p. 239. https://doi.org/10.1021/ic00002a018
  14. Hariprasad, G., Dahal, S., and Maiya, B.G., J. Chem. Soc. Dalton Trans., 1996, vol. 16, p. 3429. https://doi.org/10.1039/dt9960003429
  15. Mamardashvili, N.G., Ivanova, Yu.B., and Chizhova, N.V., Macroheterocycles, 2019, vol. 12, no. 1, p. 22. https://doi.org/10.6060/mhc180900m
  16. Ivanova, Y.B., Chizhova, N.V., and Mamardashvili, N.Z., Russ. J. Org. Chem., 2019, vol. 55, no. 10, p. 1554. https://doi.org/10.1134/S1070428019100142
  17. Ivanova, Yu.B., Semeikin, A.S., Pukhovskaya, S.G., and Mamardashvili, N.G., Russ. J. Org. Chem., 2019, vol. 55, p. 1878. https://doi.org/10.1134/S107042801912011X
  18. Bernshtein, I.Ya., Spektrofotometricheskii analiz v organicheskoi khimii (Spectrophotometric Analysis in Organic Chemistry), Leningrad: Khimiya, 1986, p. 202.
  19. Pukhovskaya, S.G., Nam, D.T., Fien, C.D., Domanina, E.N., Ivanova, Y.B., and Semeikin, A.S., Russ. J. Phys. Chem. (A), 2017, vol. 91, no. 9, p. 1692. https://doi.org/10.7868/S0044453717090278
  20. Berezin, B.D., Coordination Compounds of Porphyrins and Phthalocyanines, New York: Wiley, 1981, p. 286.
  21. Semeikin, A.S., Koifman, O.I., and Berezin, B.D., Chem. Heterocycl. Compd., 1986, no. 6, p. 629. https://doi.org/10.1007/BF00575244
  22. Ivanova, Yu.B., Churakhina, Yu.I., and Mamardashvili, N.Zh., Russ. J. Gen. Chem., 2008, vol. 78, p. 673. https://doi.org/10.1134/S1070363208040269
  23. Ivanova, Yu.B. and Mamardashvili, N.Zh., J. Fluoresc., 2017, vol. 27, p. 303. https://doi.org/10.1007/s10895-016-1958-1