Today adamantane, the simplest diamondoid, has attracted much attention, due to its unique structure and properties for the construction of nanostructured entities. 1,1′-biadamantane is a nearly rigid hydrocarbon formed from the covalent attachment of the two adamantane units. In this study, adamantane was first converted to 1,1′-biadamantane, and the obtained 1,1′-biadamantane was brominated to give its hexabromo derivative. The six bromine atoms in the hexabromo derivative were then substituted by six phenols via a Friedel-Crafts alkylation reaction to yield the novel hexakis (4-hydroxyphenyl) derivative. Also, hydrolysis of the heaxabromo derivative afforded the novel hexahydroxy derivative.
