1,3,5,7-Adamantanetetracarboxylic acid is an

adamantane Adamantane is an organic compound with a formula C10H16 or, more descriptively, (CH)4(CH2)6. Adamantane molecules can be described as the fusion of three cyclohexane rings. The molecule is both rigid and virtually stress-free. Adamantane is the m ...

derivative containing four

carboxylic acid In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is or , with R referring to the alkyl, alkenyl, aryl, or other group. Carboxylic ...

groups bonded to each of its four tetrahedral carbon centers. Its tetrahedral symmetry provides applications as a

hydrogen-bonded organic framework Hydrogen-bonded organic frameworks (HOFs) are a class of porous polymers formed by hydrogen bonds among molecular monomer units to afford porosity and structural flexibility. There are diverse hydrogen bonding pair choices that could be used in HOFs ...

linker and as a dendrimer core.

Preparation

In Ermer's 1988 first application of 1,3,5,7-adamantanetetracarboxylic acid as a monomer for a hydrogen-bonded organic framework, it was prepared by alkaline hydrolysis of 1,3,5,7-adamantanetetracarboxamide.

Uses

1,3,5,7-Adamantanetetracarboxylic acid (abbreviated as the ADTA linker in

reticular chemistry Omar M. Yaghi ( ar, عمر مونّس ياغي; born February 9, 1965) is the James and Neeltje Tretter Chair Professor of Chemistry at the University of California, Berkeley, the Founding Director of the Berkeley Global Science Institute, and an ...

) was used in 1988 as one of the first linkers in hydrogen-bonded organic frameworks. A tetrahedral linker, it crystallizes into a five-fold interpenetrated diamond cubic network in which ADTA units are hydrogen-bonded to each other through their carboxylic acid groups.

References

{{DEFAULTSORT:Adamantanetetracarboxylic acid, 1,3,5,7- Adamantanecarboxylic acids Tetracarboxylic acids Carboxylic acid-based porous polymer monomers