A novel flavin derivative (ABFL) incorporating an azobenzyl group at the xylene moiety of the isoalloxazine ring system has been previously synthesized to combine the inherent molecular recognition capabilities of flavin through hydrogen bond contacts at the pyrimidine ring with the unique excited state properties of donor-p-acceptor (D-p-A) systems (1). Such D-p-A molecules exhibit unique electronic characteristics. We have investigated charge redistribution in photoexcited ABFL using both steady-state and time-resolved spectroscopies. Stark spectroscopy was used to determine both the magnitude and direction of change redistribution upon excitation, giving evidence for a low-lying charge transfer state. Transient absorption spectroscopy showed that the excited state lifetime of ABFL is in the picosecond regime. (1)  'Lock and key' control of optical properties in a push�pull system. Brian J. Jordan, Graeme Cooke, Vincent M. Rotello, et al  Chem. Commun., 2008, 1653�1655.

Excited state charge transfer in a donor-π-acceptor azobenzyl-flavin derivative

244th National Meeting (2012)

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