Hydrolysis of 1-bromoadamantane

Adamantanol has been prepared by oxidation of adamantane with peroxyacetic acetic" and by hydrolysis of 1-bromoadamantane with silver nitrate s or hydrochloric acid. ... 

The triphase hydrolysis of 1-bromoadamantane with catalysts 50 (n = 1-16) and 51 was studied kinetically 170). The enthalpies of activation (AH ) for the catalyzed reactions were 6-12 kcal/mol lower than for the uncatalyzed reaction. (The free energies of activation were 1-2 kcal/mol lower). This considerable variation in AH was attributed to a much different microenvironment in catalysts 50 and 51 from that in the absence of the catalyst. Thus Regen 170> pictures both the organic phase and the aqueous phase in the polymer matrix, as if homogeneous. Studies using spin-labeled compounds also indicated that catalyst 50 affects the polarity and the motional freedom of the microenvironment171). 

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