Versatile transamination in quinonediimine chemistry: Towards a novel class of water soluble UV/violet chromophores |
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Authors: | Zhongrui Chen Maxime Bert Simon Pascal Gabriel Canard Olivier Siri |
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Institution: | Aix Marseille Université, CNRS UMR 7325, CINAM, Campus de Luminy, case 913, 13288 Marseille Cedex 09, France |
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Abstract: | The transamination reaction of 2,5-diaminobenzoquinonediimine (QDI) with ethylenediamine gave fluorescent 1,2,3,4-tetrahydropyrazino2,3-g]quinoxaline (1). When the same reaction was carried out with N,N’-bis(aminoethyl)-1,3-propanediamine, a novel cationic quinoxalinium species (2) was isolated, which can be further condensed with p-cyanobenzaldehyde to afford a benzimidazolo-fused quinoxaline dye (3) that is a water-soluble fluorophore in the UV–visible range. |
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Keywords: | Corresponding author at: Aix Marseille Université CNRS UMR 7325 CINAM Campus de Luminy case 913 13288 Marseille Cedex 09 France Transamination 2 5-Diaminobenzoquinone diimine Quinoxaline Fluorophore Blue-green fluorescence |
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