Synthesis, Chemical Structure, and Ground- and Excited-State Spectral Characteristics of (Porphyrinato)(chloro)indium(III) and Its Complexes with C60 and Pyridyl-Substituted Fullero[60]pyrrolidine

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

New complexes of [5,10,15,20-tetra-(4-methoxyphenyl)porphinato](chloro)indium(III) ((Cl)InTPP(p-OCH3)4) with unsubstituted C60 and 1-methyl-2-(pyridin-4'-yl)-3,4- fullero[60]pyrrolidine (PyC60) were synthesized in toluene. The stability constants of 1 : 1 complexes (dyads) were determined using UV-vis and fluorescence spectroscopy. The dyads were characterized by IR and 1H NMR spectroscopy data. It was established that fluorescence of (Cl)InTPP(p-OCH3)4 is quenched upon gradual addition of fullerenes. The numerical values of the Stern–Volmer quenching constants (KSV) were determined. The most important charge transfer characteristics of dyads (the lifetime of charge-separated states and charge separation and recombination constants), needed for further consideration of dyads based on indium(III) porphyrins as photoinduced electron transfer systems, were determined using femtosecond laser spectroscopy.

About the authors

E. N. Ovchenkova

Krestov Institute of Solution Chemistry, Russian Academy of Sciences

Email: enk@isc-ras.ru
153045, Ivanovo, Russia

N. G. Bichan

Krestov Institute of Solution Chemistry, Russian Academy of Sciences

Email: enk@isc-ras.ru
153045, Ivanovo, Russia

T. N. Lomova

Krestov Institute of Solution Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: enk@isc-ras.ru
153045, Ivanovo, Russia

References

  1. Amati A., Cavigli P., Kahnt A. et al. // J. Phys. Chem. A. 2017. V. 121. № 22. P. 4242. https://doi.org/10.1021/acs.jpca.7b02973
  2. Бичан Н.Г., Овченкова Е.Н., Мозгова В.А. и др. // Журн. неорган. химии. 2019. Т. 64. № 5. С. 490. https://doi.org/10.1134/S0044457X19050027
  3. Borges-Martínez M., Montenegro-Pohlhammer N., Zhang X. et al. // Spectrochim. Acta. Part A: Mol. Biomol. Spectrosc. 2022. V. 269. P. 120740. https://doi.org/10.1016/j.saa.2021.120740
  4. Chitta R., Badgurjar D., Reddy G. et al. // J. Porphyrins Phthalocyanines. 2021. V. 25. № 5–6. P. 469. https://doi.org/10.1142/S1088424621500395
  5. Койфман О.И., Агеева Т.А. // Высокомолекулярные соединения. Сер. С. 2014. Т. 56. № 1. С. 89. https://doi.org/10.7868/S2308114714010051
  6. Цивадзе А.Ю., Чернядьев А.Ю. // Журн. неорган. химии. 2020. Т. 65. № 11. С. 1469. https://doi.org/10.31857/S0044457X20110197
  7. Моторина Е.В., Климова И.А., Бичан Н.Г. и др. // Журн. неорган. химии. 2022. Т. 67. № 12. С. 1779. https://doi.org/10.31857/S0044457X22600712
  8. Dechan P., Bajju G.D. // J. Mol. Struct. 2019. V. 1195. P. 140. https://doi.org/10.1016/j.molstruc.2019.05.120
  9. Soy R.C., Babu B., Oluwole D.O. et al. // J. Porphyrins Phthalocyanines. 2019. V. 23. № 1–2. P. 34. https://doi.org/10.1142/S1088424618501146
  10. Bagaki A., Gobeze H.B., Charalambidis G. et al. // Inorg. Chem. 2017. V. 56. № 17. P. 10268. https://doi.org/10.1021/acs.inorgchem.7b01050
  11. Yang F., Wu Y., Zhao J. et al. // Phys. Chem. Chem. Phys. 2020. V. 22. № 36. P. 20891. https://doi.org/10.1039/D0CP02672G
  12. Panda M.K., Lazarides T., Charalambidis G. et al. // Eur. J. Inorg. Chem. 2015. V. 2015. № 3. P. 468. https://doi.org/10.1002/ejic.201402902
  13. Lomova T.N., Malov M.E., Klyuev M.V. et al. // Macroheterocycles. 2009. V. 2. № 2. P. 164. https://doi.org/10.6060/mhc2009.2.164
  14. Овченкова Е.Н., Бичан Н.Г., Ломова Т.Н. // Журн. неорган. химии. 2018. Т. 63. № 3. С. 367.
  15. Lomova T.N., Malov M.E., Klyuev M.V. et al. // Adv. Mater. Sci. Research. N.Y.: Nova Science Publishers, 2011. V. 2. P. 143.
  16. Ломова Т.Н., Моторина Е.В., Тюляева Е.Ю. и др. // Успехи химии порфиринов. 2007. Т. 5. С. 114.
  17. Prato M., Maggini M., Giacometti C. et al. // Tetrahedron. 1996. V. 52. № 14. P. 5221. https://doi.org/10.1016/0040-4020(96)00126-3
  18. Bichan N.G., Ovchenkova E.N., Ksenofontov A.A. et al. // Dyes and Pigments. 2022. V. 204. P. 110470. https://doi.org/10.1016/j.dyepig.2022.110470
  19. Михайлов К.М., Шелаев И.В., Гостев Ф.Е. и др. // Химия высоких энергий. 2014. Т. 48. № 4. С. 319. https://doi.org/10.7868/S0023119714040115
  20. Shelaev I.V., Gostev F.E., Vishnev M.I. et al. // J. Photochem. Photobiol. B: Biology. 2011. V. 104. № 1. P. 44. https://doi.org/10.1016/j.jphotobiol.2011.02.003
  21. Kovalenko S.A., Dobryakov A.L., Ruthmann J. et al. // Phys. Rev. A. 1999. V. 59. № 3. P. 2369. https://doi.org/10.1103/PhysRevA.59.2369
  22. Nayak S., Ray A., Bhattacharya S. // J. Mol. Liq. 2021. V. 321. P. 114367. https://doi.org/10.1016/j.molliq.2020.114367
  23. Nayak S., Ray A., Bhattacharya S. et al. // J. Mol. Liq. 2019. V. 290. P. 110842. https://doi.org/10.1016/j.molliq.2019.04.119
  24. Ma B., Sun Y.-P. // J. Chem. Soc., Perkin Trans. 2. 1996. № 10. P. 2157. https://doi.org/10.1039/P29960002157
  25. Brites M.J., Santos C., Nascimento S. et al. // New J. Chem. 2006. V. 30. № 7. P. 1036. https://doi.org/10.1039/B601649A
  26. Makola L.C., Mgidlana S., Nyokong T. // Dyes and Pigments. 2021. V. 192. P. 109262. https://doi.org/10.1016/j.dyepig.2021.109262
  27. Bichan N.G., Ovchenkova E.N., Mozgova V.A. et al. // Molecules. 2022. V. 27. P. 8900. https://doi.org/10.3390/molecules27248900
  28. Bajju G.D., Ahmed A., Gupta D. et al. // Bioinorg. Chem. Appl. 2014. V. 2014. P. 865407. https://doi.org/10.1155/2014/865407
  29. Scheer H., Katz J.J. // Porphyrins and Metalloporphyrins: A New Edition Based on the Original Volume. Amsterdam: Elsevier, 1975. P. 399.
  30. Bethune D.S., Meijer G., Tang W.C. et al. // Chem. Phys. Lett. 1991. V. 179. № 1. P. 181. https://doi.org/10.1016/0009-2614(91)90312-W
  31. Burtsev I.D., Platonova Y.B., Volov A.N. et al. // Polyhedron. 2020. V. 188. P. 114697. https://doi.org/10.1016/j.poly.2020.114697
  32. Gacka E., Burdzinski G., Marciniak B. et al. // Phys. Chem. Chem. Phys. 2020. V. 22. № 24. P. 13456. https://doi.org/10.1039/D0CP02545C
  33. Seetharaman S., Jang Y., Kc C. et al. // J. Porphyrins Phthalocyanines. 2018. V. 21. P. 1. https://doi.org/10.1142/s1088424617500924
  34. Guldi D.M., Rahman G.M.A., Jux N. et al. // J. Am. Chem. Soc. 2005. V. 127. № 27. P. 9830. https://doi.org/10.1021/ja050930o
  35. Das S.K., Song B., Mahler A. et al. // J. Phys. Chem. C. 2014. V.1 18. № 8. P. 3994. https://doi.org/10.1021/jp4118166
  36. Dammer S.J., Solntsev P.V., Sabin J.R. et al. // Inorg. Chem. 2013. V. 52. № 16. P. 9496. https://doi.org/10.1021/ic401163y

Supplementary files

Supplementary Files
Action
1. JATS XML
Download
2.

Download (96KB)
Indexing metadata
3.

Download (90KB)
Indexing metadata
4.

Download (88KB)
Indexing metadata
5.

Download (204KB)
Indexing metadata
6.

Download (100KB)
Indexing metadata
7.

Download (254KB)
Indexing metadata
8.

Download (189KB)
Indexing metadata

Copyright (c) 2023 Е.Н. Овченкова, Н.Г. Бичан, Т.Н. Ломова

This website uses cookies

You consent to our cookies if you continue to use our website.

About Cookies