The photochemical properties of derivatives of 10-methylacridinium
ion that have been modified by substitution
with anilide moieties (e.g., -C6H4NHCO-)
at the 9-position have been examined. Intramolecular
electron
transfer involving the anilide group as electron donor and the
acridinium ring as electron acceptor was verified
by observation of the quenching of fluorescence associated with the
local acridinium chromophore and by
the recording of electron transfer phototransient spectra in the
picosecond time domain. The amidobiphenyl
linkage was a superior electron donor and displayed rapid forward and
reverse photoinduced electron transfer
with rate constants for the latter reaching 5.2 × 1011
s-1 (CH3CN solvent).
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