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Large-Size Linear and Star-Shaped Dihydropyrazine Fused Pyrazinacenes

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    Large-Size Linear and Star-Shaped Dihydropyrazine Fused Pyrazinacenes
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    Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, and Department of Physics, National University of Singapore, 2 Science Drive 3, Singapore, 117542
    [email protected] (Chan); [email protected] (Chi)
    †Department of Chemistry.
    ‡Department of Physics.
    §Present address: Institute of Chemical and Engineering Sciences, 1 Pesek Road, Jurong Island, Singapore 627833.
    ∥Present address: School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, PR China.
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    Organic Letters

    Cite this: Org. Lett. 2012, 14, 2, 494–497
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    https://doi.org/10.1021/ol2030839
    Published January 4, 2012
    Copyright © 2012 American Chemical Society
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    Abstract

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    Linear and star-shaped pyrazinacenes 1a–b and 2 were synthesized via condensation between a new building block 11 and pyrene tetraones or cyclohexaone. Compound 2 represents the largest star-shaped dihydropyrazine fused pyrazinacene reported so far. These largely expanded pyrazinacenes show good solubility and have a strong tendency to aggregate in both solution and thin films, indicating their potential applications for organic electronic devices.

    Copyright © 2012 American Chemical Society

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    Synthetic procedures and characterization data, additional UV–vis and fluorescence spectra, CV/UPS data, TGA/DSC curves, and XRD patterns. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Organic Letters

    Cite this: Org. Lett. 2012, 14, 2, 494–497
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ol2030839
    Published January 4, 2012
    Copyright © 2012 American Chemical Society
    Request reuse permissions

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