Collect. Czech. Chem. Commun. 1986, 51, 867-871

Preparation of diamantanedicarboxylic acids with carboxyl groups on one secondary and one tertiary carbon atom

Luděk Vodička, Jiří Burkhard and Josef Janků

Laboratory of Synthetic Fuels, Prague Institute of Chemical Technology, 16 28 Prague 6


Bromination of 3-diamantanecarboxylic acid leads to a mixture of bromodiamantanecarboxylic acids which on Koch-Haaf carboxylation at high dilution affords a mixture of diamantanedicarboxylic acids with one carboxyl on the secondary and the other on the tertiary carbon atom of the diamantane skeleton. At low dilution, the Koch-Haaf carboxylation gives predominantly 3,9-diamantanedicarboxylic acid.