Electron Transfer in Reaction of 12H-Quinoxalino[2,3-b]phenoxazines with π-Acceptors
- Authors: Ivakhnenko E.P.1, Knyazev P.A.1, Makarova N.I.1, Demidov O.P.2, Starikov A.G.1, Minkin V.I.1
-
Affiliations:
- Institute of Physical and Organic Chemistry, Southern Federal University
- North-Caucasus Federal University
- Issue: Vol 94, No 2 (2024)
- Pages: 216-224
- Section: Articles
- URL: https://journals.rcsi.science/0044-460X/article/view/260325
- DOI: https://doi.org/10.31857/S0044460X24020072
- EDN: https://elibrary.ru/GVAIUD
- ID: 260325
Cite item
Abstract
Using the reaction of 2,4-di-(tert-butyl)-12-(4-methoxyphenyl)-10-methoxy-12H-quinoxalino[2,3-b]phenoxazine with π-electron acceptors such as tetracyanoquinodimethane and 3,6-di-(tert-butyl)-o-quinone) as an example it was shown that derivatives of this N,O-pentaheterocyclic system are effective electron donors that, under mild conditions, carry out electron transfer reactions with the formation of stable cation and anion radical structures.
Full Text
About the authors
E. P. Ivakhnenko
Institute of Physical and Organic Chemistry, Southern Federal University
Author for correspondence.
Email: ivakhnenko@sfedu.ru
ORCID iD: 0000-0003-0338-6466
Russian Federation, Rostov-on-Don, 344091
P. A. Knyazev
Institute of Physical and Organic Chemistry, Southern Federal University
Email: ivakhnenko@sfedu.ru
ORCID iD: 0000-0001-6627-8329
Russian Federation, Rostov-on-Don, 344091
N. I. Makarova
Institute of Physical and Organic Chemistry, Southern Federal University
Email: ivakhnenko@sfedu.ru
ORCID iD: 0000-0002-7196-9842
Russian Federation, Rostov-on-Don, 344091
O. P. Demidov
North-Caucasus Federal University
Email: ivakhnenko@sfedu.ru
ORCID iD: 0000-0002-3586-0487
Russian Federation, Stavropol, 355017
A. G. Starikov
Institute of Physical and Organic Chemistry, Southern Federal University
Email: ivakhnenko@sfedu.ru
ORCID iD: 0000-0002-5613-6308
Russian Federation, Rostov-on-Don, 344091
V. I. Minkin
Institute of Physical and Organic Chemistry, Southern Federal University
Email: ivakhnenko@sfedu.ru
ORCID iD: 0000-0001-6096-503X
Russian Federation, Rostov-on-Don, 344091
References
- Gruntz G., Lee H., Hirsch L., Castet F., Toupance T., Briseno A., Nicolas Y. // Adv. Electron. Mater. 2015. Article no. 1500072. doi: 10.1002/aelm.201500072
- Tanaka T., Ashida T., Matsumoto S. // Chem. Lett. 2011. Vol. 40. P. 573. doi: 10.1246/cl.2011.573
- Sharma K., Sharma V., Sharma S.S. // Nanoscale Res. Lett. 2018. Vol. 13. P. 381. doi: 10.1186/s11671-018-2760-6
- Wadsworth A., Moser M., Marks A., Little M.S., Gasparini N., Brabec C.J., Baran D., McCulloch I. // Chem. Soc. Rev. 2019. Vol. 48. P. 1596. doi: 10.1039/c7cs00892a
- Ivakhnenko E.P., Knyazev P.A., Omelichkin N.I., Makarova N.I., Starikov A.G., Aleksandrov A.E., Ezhov A.V., Tameev A.R., Demidov O.P., Minkin V.I. // Dyes Pigm. 2022. Vol. 197. P. 109848. doi 10.1016/ j.dyepig.2021.109848
- Mishra A. // Energy Environ. Sci. 2020. Vol. 13. P. 4738. doi: 10.1039/d0ee02461a
- Fu G., Wang T., Cai J., Shi J., Luo Z., Li G., Li X., Zhang Z., Yang S. // Org. Electronics. 2015. Vol. 18. P. 70. doi: 10.1016/j.orgel.2015.01.011
- Chen X.-K., Coropceanu V., Bredas J.-L. // Nature Commun. 2018. Vol. 9. P. 5295. doi: 10.1038/s41467-018-07707-8
- Hustings J., Bonné R., Cornelissen R., Morini F., Valcke R., Vandewal K., Manca J. // Front. Photon., Sec. Photovoltaic Materials and Devices. 2022. Vol. 3. doi: 10.3389/fphot.2022.1050189
- Haran N., Luz Z., Shporer M. // J. Am. Chem. Soc. 1974. Vol. 96. P. 4788. doi: 10.1021/ja00822a012
- Беспалов Б.П., Титов В.В. // Усп. xим. 1975. Т. 54. С. 2249.
- Melby L.R., Harder R.J., Hertler W.R., Mahler W., Benson R.E., Mochel W.E. // J. Am. Chem. Soc. 1962. Vol. 84. P. 3374. doi: 10.1021/ja00876a029
- Becke A.D. // J. Chem. Phys. 1993. Vol. 98. P. 5648. doi: 10.1063/1.464913