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

被引:2
|
作者
Faizdrakhmanova, Anna A. [1 ,2 ]
Shatrova, Alexandra A. [1 ,2 ]
Semionova, Veronica V. [3 ]
Ushakov, Igor A. [1 ]
Lyssenko, Konstantin A. [4 ]
Glebov, Evgeni M. [3 ,5 ]
Lvov, Andrey G. [1 ,2 ]
机构
[1] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, 1 Favorsky St, Irkutsk 664033, Russia
[2] Irkutsk Natl Res Tech Univ, 83 Lermontov St, Irkutsk 664074, Russia
[3] Russian Acad Sci, Siberian Branch, VV Voevodsky Inst Chem Kinet & Combust, Novosibirsk, Russia
[4] Lomonosov Moscow State Univ, Dept Chem, Moscow, Russia
[5] Novosibirsk State Univ, Novosibirsk, Russia
基金
俄罗斯科学基金会;
关键词
Photoswitching; Charge transfer; Solvent effect; Isomerization; Double bond isomerization; FLUORESCENCE; PHOTOSWITCHES;
D O I
10.1016/j.dyepig.2023.111453
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
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 6 & pi;-electrocyclization and E-/Z-isomerization of 2,3-bis(2,5-dime-thylthiophen-3-yl)-5-(4-dialkylaminobenzylidene)cyclopent-2-en-1-ones depends on the solvent's nature. Cycli-zation 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.
引用
收藏
页数:6
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