Development of New Chirality-switchable Functional Materials Based on the Solvent-dependent Inversion of the Main-Chain Helical Chirality

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Abstract

Yuuya Nagata
Kyoto University
Development of New Chirality-switchable Functional Materials Based on the Solvent-dependent Inversion of the Main-Chain Helical Chirality
Yuuya Nagata Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Japan e-mail: nagata@sbchem.kyoto-u.ac.jp
Increasing attention has focused on the screw-sense control of the polymer backbone for the development of new chiral functional materials, including asymmetric catalysts and chiroptical materials. Recently, we found that poly(quinoxaline-2,3-diyl)s bearing chiral side chain adopts purely single-handed helical conformations, whose helical chirality can be perfectly controlled by the solvents (the solvent-dependent helix inversion, Figure 1a). 1–3 In this presentation, we present the development of new chirality-switchable functional materials based on the solvent-dependent helix inversion of poly(quinoxaline-2,3-diyl)s (Figures 1b and 1c) 4–7 along with the elucidation of the mechanism of the helix inversion. 8
Figure 1. (a) The solvent-dependent helix inversion of poly(quinoxaline-2,3-diyl)s and chirality-switchable (b) cholesteric and (c) circular polarized luminescent (CPL) materials.
Reference 1. Yamada, T.; Nagata, Y.; Suginome, M. Chem. Commun. 2010, 46, 4914–4916. 2. Nagata, Y.; Yamada, T.; Adachi, T.; Akai, Y.; Yamamoto, T.; Suginome, M. J. Am. Chem. Soc. 2013, 135, 10104–10113. 3. Nagata, Y.; Nishikawa, T.; Suginome, M. J. Am. Chem. Soc. 2014, 136, 15901–15904. 4. Nagata, Y.; Takagi, K.; Suginome, M. J. Am. Chem. Soc. 2014, 136, 9858–9861. 5. Nagata, Y.; Uno, M.; Suginome, M. Angew. Chem. Int. Ed. 2016, 55, 7126–7130. 6. Nagata, Y.; Nishikawa, T.; Suginome, M. Chem. Commun. 2014, 50, 9951–9953. 7. Nagata, Y.; Nishikawa, T.; Suginome, M. ACS Macro. Lett. 2017, 6, 431–435. 8. Nagata, Y.; Nishikawa, T.; Suginome, M.; Sato, S.; Sugiyama, M.; Porcar, L.; Martel, A.; Inoue, R.; Sato, N. J. Am. Chem. Soc. 2018, 140, 2722–2726.
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  • Venue

    Theatre C, Purdie

  • Date

    September 27, 2018

  • Time

    From: 14h35 To: 15h00

  • Sponsor

    University of St Andrews
    The oldest university in Scotland, with international renown for both research and education of undergraduates and postgraduates.

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