1,3,5,7-Adamantanetetracarboxylic acid explained

1,3,5,7-Adamantanetetracarboxylic acid is an adamantane derivative containing four carboxylic acid groups bonded to each of its four tetrahedral carbon centers. Its tetrahedral symmetry provides applications as a hydrogen-bonded organic framework linker[1] 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,[1] it was prepared by alkaline hydrolysis of 1,3,5,7-adamantanetetracarboxamide.[2]

Uses

1,3,5,7-Adamantanetetracarboxylic acid (abbreviated as the ADTA linker in reticular chemistry) 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.[1]

Notes and References

  1. Li . Penghao . Ryder . Matthew R. . Stoddart . J. Fraser . 2020 . Hydrogen-Bonded Organic Frameworks: A Rising Class of Porous Molecular Materials . . 1 . 1 . 77–87 . 10.1021/accountsmr.0c00019.
  2. Ermer . Otto . Five-fold diamond structure of adamantane-1,3,5,7-tetracarboxylic acid . . 110 . 12 . 1988 . 3747–3754 . 10.1021/ja00220a005.