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Issue 44, 2013
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Photoswitchable molecular switches featuring both axial and tetrahedral chirality

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Abstract

In this study, we develop a kind of novel photoswitchable chiral azo switches bearing both axially chiral binaphthyl center and single tetrahedrally chiral center with different configurations. The influence of the configuration of the tetrahedrally chiral centers and the introduction of a rigid structure on the helical twisting power (HTP) of the chiral azo switch was addressed in detail. Our results demonstrate that the import of the tetrahedrally chiral center dramatically decreased the HTP of the axially chiral azo switch, while the rigid long core increased the HTP. According to a molecular simulation based on Gaussian03 calculations at the B3LYP/6-31G(d) level, both the molecular configuration and the molecular aspect ratio were found to be the key factors influencing the HTP of the chiral azo switch. Finally, we utilize the above chiral azo switch to fabricate a photo-addressed, flexible liquid crystal device. This work provides an insight into the relationship between the chiral effect and molecular structure of chiral switches and their potential applications for photonic and display fields.

Graphical abstract: Photoswitchable molecular switches featuring both axial and tetrahedral chirality

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Publication details

The article was received on 31 Jul 2013, accepted on 13 Sep 2013 and first published on 16 Sep 2013


Article type: Paper
DOI: 10.1039/C3TC31488J
Citation: J. Mater. Chem. C, 2013,1, 7346-7356
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    Photoswitchable molecular switches featuring both axial and tetrahedral chirality

    Y. Xie, D. Fu, O. Jin, H. Zhang, J. Wei and J. Guo, J. Mater. Chem. C, 2013, 1, 7346
    DOI: 10.1039/C3TC31488J

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