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Fluorescence Control on Panchromatic Spectra via C-Alkylation on Arylated Quinoxalines

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    Fluorescence Control on Panchromatic Spectra via C-Alkylation on Arylated Quinoxalines
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    Department of Materials Chemistry, Sejong Campus, Korea University, Chung-Nam 339-700, South Korea
    [email protected]
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    The Journal of Organic Chemistry

    Cite this: J. Org. Chem. 2009, 74, 8, 3175–3178
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    https://doi.org/10.1021/jo9002147
    Published March 23, 2009
    Copyright © 2009 American Chemical Society
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    Abstract

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    A coherent green fluorescence was obtained by butylation at the 2-position of panchromatic 2,3-diaryl-5,8-diarylquinoxalines (2) to give corresponding 2-butyl-2,3-diaryl-5,8-diaryl-1H-quinoxalines (3). Full color quinoxaline derivatives (2) were prepared from electronic modification at either the 2,3- or 5,8-positions at the peripheral ArX group or X group (X = −H, −OMe, −NPh2, −NMe2, −NMePh) of the quinoxalines. 2-Butylation converted one imine unit of the pyrazine ring to an amine group, which effectively altered the electron donor and acceptor functions to produce a coherent green fluorescence.

    Copyright © 2009 American Chemical Society

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    Experimental details and characterization data, CIF, related optical data, CVs, and calculation data. This material is available free of charge via the Internet at http://pubs.acs.org.

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    The Journal of Organic Chemistry

    Cite this: J. Org. Chem. 2009, 74, 8, 3175–3178
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jo9002147
    Published March 23, 2009
    Copyright © 2009 American Chemical Society
    Request reuse permissions

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