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Abstract
Abstract A photo-Fries rearrangement reaction of 1-naphthyl acetate in n-hexane was studied by a nanosecond laser flash photolysis technique under magnetic fields of 0 to 1.65 T. The escaped yield of 1-naphthoxyl radical decreased with increasing magnetic field (B) at 0 < B ≤ 0.005 T, but inversely increased with increasing B at much higher fields of 0.005 T < B ≤ 1.65 T. Such inverted magnetic field effects (MFEs) can be interpreted with the hyperfine coupling and the Δg mechanisms through the singlet radical pair. The fact that MFEs are observed for the present photo-Fries rearrangement reaction suggests a singlet radical pair intermediacy with a lifetime as long as several ns.
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