Some characteristic structural features of 5,7-diphenyl-(la) and 5,7-dicarbomethoxy-l,3-diazaadamantan-6one (lb) and 1,8-diphenyl-(2a) and l,8-dicarbomethoxy-3,6-diazahomoadamantan-9-one (2b) are discussed in terms of uv, nmr, and ir spectral data, and pKJ values. The /3-amino ketone moiety in these compounds was shown to behave as an amide analog because of the through-c-bond interaction of the lone electron pair on the nitrogen atom with the carbonyl r orbitals. Reaction of la with tosylhydrazide afforded no trace of the corresponding hydrazone but only 6-alcohol 8. Reaction of la with excess hydrazine hydrate in refluxing diethylene glycol gave hydrazone 7, which, on treatment with potassium ieri-butoxide in dimethyl sulfoxide, gave also 8.
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