Reactions of Naphthyridines with Aldehydes: Novel Derivatives with Red-Fluorescence Emissions and Two-Photon Absorptions

Authors

  • Li Li,

    1. Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, China
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  • Jianzheng Li,

    1. College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming, Yunnan 650092, China
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  • Hongyan Wang,

    1. College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming, Yunnan 650092, China
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  • Huimiao Zhang,

    1. Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, China
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  • Wenfu Fu

    Corresponding author
    1. Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    2. College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming, Yunnan 650092, China
    • Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, China
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Abstract

Four new 1,8-naphthyridine derivatives were synthesized by reacting the parent molecules with aldehydes and characterized. Two of the compounds have completely new and unusual skeletons, and display red-fluorescence emissions and two-photon absorption. Their structures were determined using MS, 1D and 2D NMR, and density functional theory calculations. The structural investigations of 2-methyl-1,8-naphthyridine hydrochloride and hydrobromide showed that abundant hydrogen-bonds and π- π interactions lead to extended networks.

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