4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 8, Pages 3175-3178

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo9002147

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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-5,8diaryl-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.

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