Abstract
AbstractThe interaction of several mono‐ and disubstituted adamantanes with plasma‐grown aluminium oxide has been studied using inelastic‐electron‐tunnelling (IET) spectroscopy. The IET spectra evidence the chemisorption of 2,4‐adamantanedione (1) onto the aluminium oxide surface as the carboxylate anion of bicyclic acid ketone 2, which is formed by ring opening of the β‐diketone. In the case of 4‐hydroxy‐2‐adamantanone (3), no ring opening to the corresponding bicyclic acid (4) is observed. 3 is chemisorbed as aluminium alkoxide through condensation. Stabilization by additional hydrogen bonding between the aluminium oxide and the keto group seems to be required since 1‐adamantanol, 2‐adamantanol and 2‐adamantanone do not adsorb onto the aluminium oxide. Even 5‐hydroxy‐2‐adamantanone is not bonded to the surface, indicating the necessity of a specific 2,4‐disubstituted adamantane bidentate interaction with aluminium oxide.
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