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Issue 61, 2018
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Visible-light circular dichroism of colourless chiral organic compounds enabled by interfacial charge-transfer transitions

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Abstract

We report the visible-light circular dichroism (CD) of colourless organic compounds based on interfacial charge-transfer (ICT) transitions with TiO2 nanoparticles. We employed three kinds of colourless chiral compounds, L-ascorbic acid, D-ascorbic acid, and L-noradrenaline. These compounds showed a broad ICT band in the visible region between 400 and 600 nm upon their chemisorption on TiO2 nanoparticles. L-Ascorbic acid and L-noradrenaline adsorbed on the TiO2 nanoparticles showed positive and negative CD signals in the visible region, respectively. D-Ascorbic acid, which is the enantiomer of L-ascorbic acid, exhibited positive CD signals in the visible region, but different g factors (Δε/ε) from those of TiO2–L-ascorbic acid, well reflecting the different chirality of the substituent group. The visible-light CD based on ICT transitions enables selective visible-light CD sensing and imaging of colourless chiral biomolecules even if coexisting with other colourless chiral compounds such as proteins and DNA. Furthermore, the molecular dependence of the g factor allows us to identify chiral molecules.

Graphical abstract: Visible-light circular dichroism of colourless chiral organic compounds enabled by interfacial charge-transfer transitions

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Publication details

The article was received on 20 Jun 2018, accepted on 05 Jul 2018 and first published on 06 Jul 2018


Article type: Communication
DOI: 10.1039/C8CC04916E
Citation: Chem. Commun., 2018,54, 8490-8493
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    Visible-light circular dichroism of colourless chiral organic compounds enabled by interfacial charge-transfer transitions

    J. Fujisawa, N. Kaneko, T. Eda and M. Hanaya, Chem. Commun., 2018, 54, 8490
    DOI: 10.1039/C8CC04916E

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