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Homochiral Supramolecular Thin Film from Self-Assembly of Achiral Triarylamine Molecules by Circularly Polarized Light

1
Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 34141, Korea
2
Research Center for Bio-based Chemistry, Korea Research Institute of Chemical Technology (KRICT), Ulsan 44429, Korea
3
Advanced Materials and Chemical Engineering, University of Science and Technology (UST), Daejeon 34113, Korea
*
Author to whom correspondence should be addressed.
Academic Editor: Emanuela Licandro
Molecules 2020, 25(2), 402; https://doi.org/10.3390/molecules25020402
Received: 18 December 2019 / Revised: 12 January 2020 / Accepted: 16 January 2020 / Published: 18 January 2020
(This article belongs to the Special Issue Helical Chirality in Chemistry, Materials Science and Biology)
Here, we report the formation of homochiral supramolecular thin film from achiral molecules, by using circularly polarized light (CPL) only as a chiral source, on the condition that irradiation of CPL does not induce a photochemical change of the achiral molecules. Thin films of self-assembled structures consisting of chiral supramolecular fibrils was obtained from the triarylamine derivatives through evaporation of the self-assembled triarylamine solution. The homochiral supramolecular helices with the desired handedness was achieved by irradiation of circularly polarized visible light during the self-assembly process, and the chiral stability of supramolecular self-assembled product was achieved by photopolymerization of the diacetylene moieties at side chains of the building blocks, with irradiation of circularly polarized ultraviolet light. This work provides a novel methodology for the generation of homochiral supramolecular thin film from the corresponding achiral molecules. View Full-Text
Keywords: homochirality; self-assembly; triarylamine; circularly polarized light; helical systems; spontaneous symmetry breaking homochirality; self-assembly; triarylamine; circularly polarized light; helical systems; spontaneous symmetry breaking
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MDPI and ACS Style

Park, C.; Lee, J.; Kim, T.; Lim, J.; Park, J.; Kim, W.Y.; Kim, S.Y. Homochiral Supramolecular Thin Film from Self-Assembly of Achiral Triarylamine Molecules by Circularly Polarized Light. Molecules 2020, 25, 402. https://doi.org/10.3390/molecules25020402

AMA Style

Park C, Lee J, Kim T, Lim J, Park J, Kim WY, Kim SY. Homochiral Supramolecular Thin Film from Self-Assembly of Achiral Triarylamine Molecules by Circularly Polarized Light. Molecules. 2020; 25(2):402. https://doi.org/10.3390/molecules25020402

Chicago/Turabian Style

Park, Changjun, Jinhee Lee, Taehyoung Kim, Jaechang Lim, Jeyoung Park, Woo Y. Kim, and Sang Y. Kim 2020. "Homochiral Supramolecular Thin Film from Self-Assembly of Achiral Triarylamine Molecules by Circularly Polarized Light" Molecules 25, no. 2: 402. https://doi.org/10.3390/molecules25020402

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