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Issue 44, 2018
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Photo-irradiated E/Z isomerization reaction of star-shaped isomers containing two cyanostilbene arms with charge transfer excited states

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Abstract

The E/Z isomerization reaction of the multi-cyanostilbene molecule is still not clear. Herein, we have designed and synthesized three star-shaped molecular isomers with a triphenylamine core linked to two cyanostilbene groups with E/Z isomerization, Z,Z-TPDCF, Z,E-TPDCF and E,E-TPDCF, possessing three different isomeric molecular configurations, to investigate the specific E/Z isomerization reaction of the cyanostilbene groups in the two molecular arms. The in situ UV, 1H NMR and HPLC spectra under UV-irradiation clearly showed that the E/Z isomerization reactions of both E,E-TPDCF and Z,Z-TPDCF firstly turned them into Z,E-TPDCF, and the Z,E-TPDCF was almost simultaneously turned into more E,E-TPDCF and less Z,Z-TPDCF due to the calculated lowest unoccupied molecular orbitals of Z,E-TPDCF on the cyanostilbene arm with the Z-configuration. In general, Z,E-TPDCF exhibited a relatively better configurational stability than Z,Z-TPDCF or E,E-TPDCF under the photo-irradiation conditions. Further research demonstrated that all three isomers exhibited excellent aggregation-induced emission (AIE) properties.

Graphical abstract: Photo-irradiated E/Z isomerization reaction of star-shaped isomers containing two cyanostilbene arms with charge transfer excited states

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Supplementary files

Article information


Submitted
03 Sep 2018
Accepted
22 Oct 2018
First published
23 Oct 2018

Phys. Chem. Chem. Phys., 2018,20, 28279-28286
Article type
Paper

Photo-irradiated E/Z isomerization reaction of star-shaped isomers containing two cyanostilbene arms with charge transfer excited states

J. Liu, W. Li, M. Liu, Y. Dong, Y. Dai, Q. Song, J. Wang and C. Zhang, Phys. Chem. Chem. Phys., 2018, 20, 28279
DOI: 10.1039/C8CP05581E

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