- PII
- S0023119325010048-1
- DOI
- 10.31857/S0023119325010048
- Publication type
- Article
- Status
- Published
- Authors
- Volume/ Edition
- Volume 59 / Issue number 1
- Pages
- 26-38
- Abstract
- The properties of dipyrenylcyclobutanes CB10 and CBoX, which are products of the [2+2]-photocycloaddition reaction (PCA) of the corresponding biphotochromic dyads D10 and DoX, have been studied. The absorption and fluorescence spectra of cyclobutane CBoX revealed the presence of different types of pyrene substituents, with strong and weak interactions in the ground S0 and excited S1 states. In both cyclobutanes, energy transfer (ET) from the pyrenyl substituents to the cyclobutane rings is observed, initiating the cyclobutane opening reaction (retro-PCA), which occurs via a predissociation mechanism. The photochromic pair “D10-CB10” is an example of a new type of photochrome operating by the mechanism of the PCA reaction and can function as a two-channel color-correlated fluorescent photoswitch.
- Keywords
- бифотохромная диада [2+2]-фотоциклоприсоединение циклобутан пирен флуоресценция перенос энергии предиссоциация фотопереключатель
- Date of publication
- 06.10.2025
- Year of publication
- 2025
- Number of purchasers
- 0
- Views
- 18
References
- 1. Kirkus M., Janssen R.A.J., Meskers S.C.J. // J. Phys. Chem. A. 2013. V. 17. P. 4828.
- 2. Margulies E.A., Shoer L.E., Eaton S.W., Wasielewski M.R. // Phys. Chem. Chem. Phys. 2014. V. 16. P. 23735.
- 3. Long S., Wang Y., Vdovic S., Zhou M., Yan L., Niu Y. et al. // Phys. Chem. Chem. Phys. 2015. V. 17. P. 18567.
- 4. Cho D.W., Fujitsuka M., Sugimoto A., Majima T. // J. Phys. Chem. A. 2008. V. 112. P. 7208.
- 5. Wang S., Bohnsack M., Megow S., Renth F., Temps F. // Phys. Chem. Chem. Phys. 2019. V. 21. P. 2080.
- 6. Kucukoz B., Adinarayana B., Osuka A., Albinsson B. // Phys. Chem. Chem. Phys. 2019. V. 21. P. 16477.
- 7. Letrun R., Lang B., Yushchenko O., Wilcken R., Svechkarev D., Kolodieznyi D. et al. // Phys. Chem. Chem. Phys. 2018. V. 20. P. 30219.
- 8. Chahal M.K., Liyanage A., Gobeze H.B., Payne D.T., Ariga K., Hill J.P., D’Souza F. // Chem. Commun. 2020. V. 56. P. 3855.
- 9. Liang C.K., Desvergne J.P., Bassani D.M. // Photochem. Photobiol. Sci. 2014. V. 13. P. 316.
- 10. Perrier A., Maurel F., Jacquemin D. // Acc. Chem. Res. 2012. V. 45. P. 1173.
- 11. Doddi S., Ramakrishna B., Venkatesha Y., Bangl P.R. // RSC Adv. 2015. V. 5. P. 56855.
- 12. Kim D., Park S.Y. // Optical Mater. 2018. P. 1800678.
- 13. Szacilowski K. // Chem. Rev. 2008. V. 108. P. 3481.
- 14. Будыка М.Ф. // Успехи химии. 2017. Т. 86. С. 181.
- 15. Andreasson J., Pischel U. // Coord. Chem. Rev. 2021. V. 429. P. 213695.
- 16. Будыка М.Ф., Поташова Н.И., Гавришова Т.Н., Ли В.М., Гак В.Ю., Гринева И.А. // Химия высоких энергий. 2018. Т. 52. С. 204.
- 17. Будыка М.Ф., Ли В.М., Гавришова Т.Н. // Химия высоких энергий. 2024. Т. 58, С. 77.
- 18. Budyka M.F., Fedulova J.A., Gavrishova T.N., Li V.M., Potashova N.I., Tovstun S.A. // Phys. Chem. Chem. Phys. 2022. V. 24. P. 24137
- 19. Bera S., Bera A., Banerjee D. // Org. Lett. 2020. V. 22. P. 6458.
- 20. Sahu K.B., Ghosh S., Banerjee M., Maity A., Mondal S., Paira R. et al. // Med. Chem. Res. 2013. V. 22. P. 94.
- 21. Будыка М.Ф., Гавришова Т.Н., Ли В.М., Дозморов С.А. // Изв. АН. Сер.хим. 2023. Т. 72. С. 2013.
- 22. Winnik F.M. // Chem. Rev. 1993. V. 93. P. 587.
- 23. Siu H., Duhamel J. // J. Phys. Chem. B. 2008. V. 112. P. 15301.
- 24. Seixas de Melo J., Costa T., Francisco A., Macanita A.L., Gago S., Goncalves I.S. // Phys. Chem. Chem. Phys. 2007. V. 9. P. 1370.
- 25. Dong D.C., Winnik M.A. // Photochem. Photobiol. 1982. V. 35. P. 17.
- 26. Seixas de Melo J., Costa T., Miguel M.G., Lindman B., Schillen K. // J. Phys. Chem. B. 2003. V. 107. P. 12605.
- 27. Pomerantsev A.L., Chemometrics in Excel. Hoboken, John Wiley & Sons Inc., 2014.
- 28. Fischer E. // J. Phys. Chem. 1967. V. 71. P. 3704.
- 29. Perrier A., Maurel F., Jacquemin D. // Acc. Chem. Res. 2012. V. 45. P. 1173.
- 30. Budyka M.F., Gavrishova T.N., Li V.M., Tovstun S.A. // Spectr. Acta Part A. 2024. V. 320. P. 124666.
- 31. Braslavsky S.E., Fron E., Rodriguez H.B., Roman E.S., Scholes G.D., Schweitzer G. et al. // Photochem. Photobiol. Sci. 2008. V. 7. P. 1444.
- 32. Chung J.W., You Y., Huh H.S., An B.K., Yoon S.J., Kim S.H. et al. // J. Am. Chem. Soc. 2009. V.131. P. 8163.
