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Note | Regular issue | Vol 81, No. 12, 2010, pp.2831-2840
Published online, 19th October, 2010
DOI: 10.3987/COM-10-12024
■ Non-CRET-Based Green Chemiluminescence of Imidazopyrazinone Modified by 2,3,6,7-Tetrahydro-1H,5H-benzo[i,j]quinolizine as a Strong Electron-Donating Unit

Ryota Saito*

*Toho University, 2-2-1, Miyama, Funabashi, Chiba 274-8510, Japan

Abstract

A new imidazopyrazinone derivative, 1, having a 2,3,6,7-tetrahydro-1H,5H-benzo[i,j]quinolizin-9-yl (julolidin-9-yl) group at the 6-position, was synthesized and exhibited a largely red-shifted chemiluminescence in diglyme containing acetate buffer caused by a strong electron donation from the julolidin-9-yl group. The maximum wavelength was observed at 523 nm, which represents the most red-shifted light achieved only by the electron-donating effect from the 6-position of the imidazopyrazinone skeleton without any aids of extended π-conjugation systems or longer-wavelength-light emitting fluorophores.