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A bisphotochromic system featuring two modes of photoisomerization controlled by solvent polarity. / Faizdrakhmanova, Anna A.; Shatrova, Alexandra A.; Semionova, Veronica V. et al.

In: Dyes and Pigments, Vol. 218, 111453, 10.2023.

Research output: Contribution to journal › Article › peer-review

Harvard

Faizdrakhmanova, AA, Shatrova, AA, Semionova, VV, Ushakov, IA, Lyssenko, KA, Glebov, EM & Lvov, AG 2023, 'A bisphotochromic system featuring two modes of photoisomerization controlled by solvent polarity', Dyes and Pigments, vol. 218, 111453. https://doi.org/10.1016/j.dyepig.2023.111453

APA

Faizdrakhmanova, A. A., Shatrova, A. A., Semionova, V. V., Ushakov, I. A., Lyssenko, K. A., Glebov, E. M., & Lvov, A. G. (2023). A bisphotochromic system featuring two modes of photoisomerization controlled by solvent polarity. Dyes and Pigments, 218, [111453]. https://doi.org/10.1016/j.dyepig.2023.111453

Vancouver

Faizdrakhmanova AA, Shatrova AA, Semionova VV, Ushakov IA, Lyssenko KA, Glebov EM et al. A bisphotochromic system featuring two modes of photoisomerization controlled by solvent polarity. Dyes and Pigments. 2023 Oct;218:111453. doi: 10.1016/j.dyepig.2023.111453

Author

Faizdrakhmanova, Anna A. ; Shatrova, Alexandra A. ; Semionova, Veronica V. et al. / A bisphotochromic system featuring two modes of photoisomerization controlled by solvent polarity. In: Dyes and Pigments. 2023 ; Vol. 218.

BibTeX

@article{a04a4b1c5feb4066a807284da2d5ba23,
title = "A bisphotochromic system featuring two modes of photoisomerization controlled by solvent polarity",
abstract = "Combining two or more photoswitchable units in one molecule results in multiphotochromic hybrids with attractive sophisticated performance. On-demand switching of light-induced isomerization pathways for such systems by change of solvent polarity is a virtually unexplored phenomenon. Using NMR spectroscopy, we have demonstrated that the competition between 6π-electrocyclization and E-/Z-isomerization of 2,3-bis(2,5-dimethylthiophen-3-yl)-5-(4-dialkylaminobenzylidene)cyclopent-2-en-1-ones depends on the solvent's nature. Cyclization of diarylethene predominates in less polar solvents, whereas isomerization of the arylidene moiety prevails in polar media. This result could be the starting point for the development of multiphotochromic hybrids with efficient solvent-controllable selectivity of photoreactions.",
keywords = "Charge transfer, Double bond isomerization, Isomerization, Photoswitching, Solvent effect",
author = "Faizdrakhmanova, {Anna A.} and Shatrova, {Alexandra A.} and Semionova, {Veronica V.} and Ushakov, {Igor A.} and Lyssenko, {Konstantin A.} and Glebov, {Evgeni M.} and Lvov, {Andrey G.}",
note = "Acknowledgments: The study was supported by the Russian Science Foundation (grant no. 21-13-00391). We thank Stepan Ukhanev for help with NMR spectroscopy and Alisa Tatarinova for the technical assistance at the early stage of the project.",
year = "2023",
month = oct,
doi = "10.1016/j.dyepig.2023.111453",
language = "English",
volume = "218",
journal = "Dyes and Pigments",
issn = "0143-7208",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - A bisphotochromic system featuring two modes of photoisomerization controlled by solvent polarity

AU - Faizdrakhmanova, Anna A.

AU - Shatrova, Alexandra A.

AU - Semionova, Veronica V.

AU - Ushakov, Igor A.

AU - Lyssenko, Konstantin A.

AU - Glebov, Evgeni M.

AU - Lvov, Andrey G.

N1 - Acknowledgments: The study was supported by the Russian Science Foundation (grant no. 21-13-00391). We thank Stepan Ukhanev for help with NMR spectroscopy and Alisa Tatarinova for the technical assistance at the early stage of the project.

PY - 2023/10

Y1 - 2023/10

N2 - Combining two or more photoswitchable units in one molecule results in multiphotochromic hybrids with attractive sophisticated performance. On-demand switching of light-induced isomerization pathways for such systems by change of solvent polarity is a virtually unexplored phenomenon. Using NMR spectroscopy, we have demonstrated that the competition between 6π-electrocyclization and E-/Z-isomerization of 2,3-bis(2,5-dimethylthiophen-3-yl)-5-(4-dialkylaminobenzylidene)cyclopent-2-en-1-ones depends on the solvent's nature. Cyclization of diarylethene predominates in less polar solvents, whereas isomerization of the arylidene moiety prevails in polar media. This result could be the starting point for the development of multiphotochromic hybrids with efficient solvent-controllable selectivity of photoreactions.

AB - Combining two or more photoswitchable units in one molecule results in multiphotochromic hybrids with attractive sophisticated performance. On-demand switching of light-induced isomerization pathways for such systems by change of solvent polarity is a virtually unexplored phenomenon. Using NMR spectroscopy, we have demonstrated that the competition between 6π-electrocyclization and E-/Z-isomerization of 2,3-bis(2,5-dimethylthiophen-3-yl)-5-(4-dialkylaminobenzylidene)cyclopent-2-en-1-ones depends on the solvent's nature. Cyclization of diarylethene predominates in less polar solvents, whereas isomerization of the arylidene moiety prevails in polar media. This result could be the starting point for the development of multiphotochromic hybrids with efficient solvent-controllable selectivity of photoreactions.

KW - Charge transfer

KW - Double bond isomerization

KW - Isomerization

KW - Photoswitching

KW - Solvent effect

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85162000344&origin=inward&txGid=2dcd13285ac739d88bf6d7b15e6a40ed

UR - https://www.mendeley.com/catalogue/48cde274-8175-3a4e-9b05-81742cfa3a5d/

U2 - 10.1016/j.dyepig.2023.111453

DO - 10.1016/j.dyepig.2023.111453

M3 - Article

VL - 218

JO - Dyes and Pigments

JF - Dyes and Pigments

SN - 0143-7208

M1 - 111453

ER -

ID: 54027476