Synthesis, Photochromic, and Computational Studies of Dithienylethene-Containing β-Diketonate Derivatives and Their Near-Infrared Photochromic Behavior Upon Coordination of a Boron(III) Center

Authors

  • Dr. Chun-Ting Poon,

    1. Institute of Molecular Functional Materials and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (P.R. China)
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  • Dr. Wai Han Lam,

    Corresponding author
    1. Institute of Molecular Functional Materials and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (P.R. China)
    • Institute of Molecular Functional Materials and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (P.R. China)

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  • Prof., Dr. Vivian Wing-Wah Yam

    Corresponding author
    1. Institute of Molecular Functional Materials and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (P.R. China)
    • Institute of Molecular Functional Materials and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (P.R. China)

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Abstract

A series of dithienylethene-containing 1-thienyl-3-aryl-propane-1,3-diones (aryl=phenyl (Ph), thienyl (Th), and 4,5-bis(2,5-dimethylthiophen-3-yl)thiophen-2-yl (DTE-Th)) and the corresponding boron(III) diketonates, (O^O)BR2 (R=F, C6F5, and Ph), have been designed and synthesized. Their photophysical, electrochemical, and photochromic properties have been studied. Upon coordination of a boron(III) center, the closed forms of the dithienylethene-containing β-diketonates show near-infrared response and the photochromic behavior was also found to be affected by the aryl substituents at the 3-position of the β-diketonates. Moreover, computational studies have been performed that help to provide an understanding of the effect of substituents on the photophysical and photochromic properties.

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