Journal of the Chemical Society - Faraday Transactions p. 287 - 292 (1994)
Update date:2022-08-05
Topics:
Yagci, Y.
Schnabel, W.
Wilpert, A.
Bending, J.
Phenyliodinium (I.(+1)) and diphenylsulfinium radical cations (II.(+1)) have been generated by flash photolysis (λinc = 347 nm) of diphenyliodonium ions (I(+1)) and diphenyl(4-phenylthiophenyl)sulfonium ions (II(+1)) in acetonitrile solutions at room temperature.I.(+1) and II.(+1) were found to undergo electron-transfer reactions with benzene derivatives resulting in the formation of radical cations of the aromatic compounds.A study involving 25 compounds including various methyl- and methoxy-benzenes, biphenyl, phenol and cresols revealed that electron transfer is independent of the ionizations energy Ei provided that the rates are encounter-controlled.This applies to cases where Ei does not exceed a critical value: Ei,crit ca. 820 kJ mol-1 (I.(+1)) and 780 kJ mol-1 (II.(+1)).Bimolecular rate constants decrease with increasing Ei in the case of aromatic compounds having ionization energies exceeding the critical values.A Marcus-inverted region was not detected.
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