F. Minisci et al., REGIO-SELECTIVITY AND CHEMO-SELECTIVITY OF ADAMANTANE HALOGENATION BYGIF-BARTON AND METALLOPORPHYRIN CATALYSIS AND BY CLASSICAL FREE-RADICAL REACTIONS, Tetrahedron letters, 35(43), 1994, pp. 8033-8036
The halogenation of adamantane by CBrCl3 with Gif-Barton and metallopo
rphyrin catalysis is compared with classical free-radical halogenation
s (Br-2, NBS, t-BuOCl, R(2)NCl) and with the behaviour of simple alkan
es (n-hexane, 2,3-dimethylbutane, cyclohexane); the free-radical mecha
nism is discussed.