Abstract
Abstract Anisole-4d, chlorobenzene-4d, chlorobenzene-d5, nitrobenzene-d5, m-dinitrobenzene-d4, and 1,3,5-tri-t-butylbenzene-d3 were phenylated with phenyl radical generated from PhN2BF4–NaNO2, N-nitrosoacetanilide or phenylazotriphenylmethane(PAT), and the isotope effect in these phenylations was determined. The values of kH⁄kD in the phenylations of chlorobenzene and 1,3,5-tri-t-butylbenzene are not so larger than unity, whereas that in the phenylation at the 2-position of m-dinitrobenzene with PAT was very large (∼11).
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