Synthesis of novel rigid structures derived from 1,1′-biadamantane

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.

Automated summary

Adamantane has garnered significant attention for its distinct structure and properties in constructing nanostructured entities. This study successfully synthesized a novel hexakis (4-hydroxyphenyl) derivative and a hexahydroxy derivative.