Polysulfonylamines. CXXI. Three N,N-disulfonylated 1-adamantylamines

N,N-Disulfonylated 1-adamantylamines, hitherto elusive, can easily be prepared by reacting 1-bromo-adamantane with silver disulfonylamides suspended in anhydrous benzene. Structures have been determined for N,N-bis(methanesulfonyl)-1-adamantylamine, C 12 H 21 NO 4 S 2 , N,N-bis(p-toluenesulfonyl)-1-adamantylamine, C 24 H 29 NO 4 S 2 , and 2-(1-adamantyl)-1,1,3,3-tetraoxo-1,3,2-benzodithiazole [N-(1-adamantyl)-o-benzene-sulfonimide], C 16 H 19 NO 4 S 2 . Prominent features in the molecular structures are the nearly planar central CNS 2 groupings and the exceptionally long Nsp 2 -Csp 3 bonds (1.53-1.56 A).