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  • One-pot, two-step synthesis and photophysical properties of 2-(5-phenylindol-3-yl)benzimidazole derivatives

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    Author(s)
    Lyu, Liu
    Cai, Liu
    Wang, Yun
    Huang, Jinfeng
    Zeng, Xiangchao
    Liu, Porun
    Griffith University Author(s)
    Liu, Porun
    Wang, Yun
    Year published
    2017
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    Abstract
    An efficient one-pot, two-step procedure has been successfully applied for the synthesis of a series of 2-(5-phenylindol-3-yl)benzimidazoles. The first step was cyclocondensation–oxidation of 5-bromoindole-3-aldehydes with o-phenylenediamines in 1,4-dioxane, which was promoted by activated carbon and used atmospheric air as a “green” oxidant. The resulting 2-(5-bromoindol-3-yl)benzimidazoles in the pot were in situ coupled with postadded phenylboronic acids, and catalyzed with PdCl2(dppf) in 1,4-dioxane-H2O to afford the desired compounds with satisfactorily high yields. The relationship between the synthesized compounds' ...
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    An efficient one-pot, two-step procedure has been successfully applied for the synthesis of a series of 2-(5-phenylindol-3-yl)benzimidazoles. The first step was cyclocondensation–oxidation of 5-bromoindole-3-aldehydes with o-phenylenediamines in 1,4-dioxane, which was promoted by activated carbon and used atmospheric air as a “green” oxidant. The resulting 2-(5-bromoindol-3-yl)benzimidazoles in the pot were in situ coupled with postadded phenylboronic acids, and catalyzed with PdCl2(dppf) in 1,4-dioxane-H2O to afford the desired compounds with satisfactorily high yields. The relationship between the synthesized compounds' absorption, and fluorescence spectra with molecular structures has been investigated with experimental data and theoretical calculations.
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    Journal Title
    RSC Advances
    Volume
    7
    Issue
    78
    DOI
    https://doi.org/10.1039/c7ra09864b
    Copyright Statement
    © 2017 Royal Society of Chemistry. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
    Subject
    Chemical Sciences not elsewhere classified
    Chemical Sciences
    Publication URI
    http://hdl.handle.net/10072/373215
    Collection
    • Journal articles

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