Versatile transamination in quinonediimine chemistry: Towards a novel class of water soluble UV/violet chromophores

TETRAHEDRON LETTERS

卷:60

Article

Chen, Zhongrui¹  Bert, Maxime¹  Pascal, Simon¹  Canard, Gabriel¹  Siri, Olivier¹ 

[1] Aix Marseille Univ, CNRS UMR 7325, CINAM, Campus Luminy,Case 913, F-13288 Marseille 09, France

关键词: Transamination;    2, 5-Diaminobenzoquinone diimine;    Quinoxaline;    Fluorophore;    Blue-green fluorescence;   

DOI  :  10.1016/j.tetlet.2019.151024

来源: Elsevier

【 摘 要 】

The transamination reaction of 2,5-diaminobenzoquinonediimine (QDI) with ethylenediamine gave fluorescent 1,2,3,4-tetrahydropyrazino[2,3-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. (C) 2019 Published by Elsevier Ltd.

【 授权许可】

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