4.6 Article

Near-Infrared Circularly Polarized Light Triggered Enantioselective Photopolymerization by Using Upconversion Nanophosphors

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 33, Pages 8032-8038

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201700823

Keywords

chirality; circular dichroism; lanthanides; nanoparticles; polymers

Funding

  1. National Natural Science Foundation of China [21574120, 61427818, 11374286]
  2. Basic Research Fund for the Central Universities [WK2060200025]
  3. Science and Technological Fund of Anhui Province for Outstanding Youth [1608085J01, 1608085J02]
  4. National Key Basic Research Program of China [2013CBA01703, 2012CB921900, 2012CB922003]

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Circularly polarized light (CPL) is considered to be a true chiral entity and has been suggested as an explanation for the introduction of initial chiral biases into key bio-molecular building blocks. CPL used recently asymmetric photochemical reactions is of wavelengths mainly in the UV and visible regions, whereas natural CPL observed in star-forming regions of the Orion constellation falls in the IR region. Whether CPL in the IR or near-IR region could be utilized to trigger asymmetric photochemical reactions remains to be determined. Herein, it is demonstrated that enantiose-lective photopolymerization can be realized by using lambda=980 nm CPL as the only chiral source. By incorporating NaYF4 nanophosphors as the antenna species, the enantioselective photopolymerization of achiral benzaldehyde-substituted diacetylene monomer can be realized based on an up-conversion mechanism upon exposure to lambda=980 nm CPL. The screw direction of the helical PDA chains can be completely controlled by the handedness of incident lambda=980 nm CPL.

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