NON-CRET-BASED GREEN CHEMILUMINESCENCE OF IMIDAZOPYRAZINONE MODIFIED BY 2,3,6,7-TETRAHYDRO-1H,5H-BENZOi,jQUINOLIZINE AS A STRONG ELECTRON-DONATING UNIT

摘要

A new imidazopyrazinone derivative, 1, having a 2,3,6,7-tetrahydro-1H,5H-benzoi,jquinolizin-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.