Journal of the American Chemical Society p. 1319 - 1330 (1982)
Update date:2022-08-03
Topics:
Rollick
Kochi
Alkyl radicals are readily oxidized by the tris(phenanthroline) and tris(bipyridine) complexes ML//3**3** plus of iron(III), ruthenium(III), and osmium(III) in acetonitrile solution, the second-order rate constants easily exceeding 10**6 M** minus **1s** minus **1 at 25 degree C. Two oxidative processes are identified as (a) ligand substitution on the coordinated 1,10-phenanthroline to yield various alkylphenanthrolines and (b) cation formation to afford alkenes and N-alkylacetamides (after hydrolysis). Cation formation is characterized by extensive skeletal rearrangement of neopentyl, isobutyl, and n-propyl groups, whereas ligand substitution by the same alkyl radicals occurs without any rearrangement.
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