Journal of the American Chemical Society p. 708 - 715 (1984)
Update date:2022-08-04
Topics:
Hub
Schneider
Doerr
Oxman
Lewis
The interaction of singlet trans-stilbene with several trialkylamines and diamines in acetonitrile solution has been investigated by a combination of steady-state measurements and time-resolved resonance Raman spectroscopy. Adduct formation between trans-stilbene and acyclic monoamines is proposed to occur via a short-lived exciplex (contact radical ion pair) intermediate, which is not quenched by ground-state amine. A solvent-separated radical ion pair is formed either directly from an encounter complex or via the exciplex and decays by intersystem crossing to yield triplet trans-stilbene, dissociation to yield free radical ions, or quenching by ground-state amine. Intersystem crossing is more rapid for the diamines vs. monoamines, resulting in a lower yield of free radical ions. Quenching of the solvent-separated radical ion pair by ground-state amine is subject to the same stereoelectronic effect as observed for exciplex quenching in nonpolar solvent.
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