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

Yangyang Xu, Guang Yang, Hongyan Xia, Gang Zou (), Qijin Zhang and Jiangang Gao
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Yangyang Xu: CAS Key Laboratory of Soft Matter Chemistry, Key Laboratory of Optoelectronic Science and Technology in Anhui Province, University of Science and Technology of China, Hefei
Guang Yang: CAS Key Laboratory of Soft Matter Chemistry, Key Laboratory of Optoelectronic Science and Technology in Anhui Province, University of Science and Technology of China, Hefei
Hongyan Xia: CAS Key Laboratory of Soft Matter Chemistry, Key Laboratory of Optoelectronic Science and Technology in Anhui Province, University of Science and Technology of China, Hefei
Gang Zou: CAS Key Laboratory of Soft Matter Chemistry, Key Laboratory of Optoelectronic Science and Technology in Anhui Province, University of Science and Technology of China, Hefei
Qijin Zhang: CAS Key Laboratory of Soft Matter Chemistry, Key Laboratory of Optoelectronic Science and Technology in Anhui Province, University of Science and Technology of China, Hefei
Jiangang Gao: School of Biological and Chemical Engineering, Anhui Polytechnic University, Wuhu

Nature Communications, 2014, vol. 5, issue 1, 1-6

Abstract: Abstract 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.

Date: 2014
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DOI: 10.1038/ncomms6050

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