Enantioselective synthesis of helical polydiacetylene by application of linearly polarized light and magnetic field

Magnetic optical activity, which can occur in all media and is induced by longitudinal magnetic field, causes the difference in absorption coefficients of left and right circularly polarized light and has the potential for magnetically induced enantioselectivity in chemical reactions. Compared with...

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Published inNature communications Vol. 5; no. 1; p. 5050
Main Authors Xu, Yangyang, Yang, Guang, Xia, Hongyan, Zou, Gang, Zhang, Qijin, Gao, Jiangang
Format Journal Article
LanguageEnglish
Published London Nature Publishing Group UK 23.09.2014
Nature Publishing Group
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Summary:Magnetic optical activity, which can occur in all media and is induced by longitudinal magnetic field, causes the difference in absorption coefficients of left and right circularly polarized light and has the potential for magnetically induced enantioselectivity in chemical reactions. Compared with the well-established technique with circularly polarized light, there are few reports on the production of helical conjugated polymers in a photochemical reaction based on above magnetochiral anisotropy mechanism. Herein, we demonstrate experimentally that the enantioselective polymerization of diacetylene derivative can be achieved in the liquid crystal phase by application of linearly polarized light under a parallel or antiparallel magnetic field. The screw direction of predominant helical polydiacetylene chain can be rigorously controlled with the relative orientation of linearly polarized light and the magnetic field. Moreover, the prepared helical polydiacetylene assemblies can serve as a direct visual probe for the enantioselective recognition of D - or L -lysine. Circularly polarized light is an established method to introduce enantioselectivity into a chemical process, however linearly polarized light is much less commonly used. Here, the authors use linearly polarized light in a magnetic field to achieve the enantioselective polymerization of diacetylene.
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ISSN:2041-1723
2041-1723
DOI:10.1038/ncomms6050