Adamantane-1,3,5,7-tetracarboxylic acid, diamondoid

Figure 16 Benzoic acid dimer (a), trimesic acid trigonal network (b), and adamantane-1,3,5,7 tetracarboxylic acid diamondoid network (c) via the carboxylic acid dimer...

The self complementary 8.59 may be regarded as the logical three-dimensional progression of the topological zero-, one- and two-dimensional points, chains and sheets formed by benzoic acid, tereph-thalic acid and trimesic acid (Section 7.4.1), shown schematically in Figure 8.77. Adamantane-1,3,5,7-tetracarboxylic acid (8.59) forms a diamondoid network with cavities so large that close packing can... 

The first attempt towards three-dimensional diamondoid, tetrahedral networks was made with adamantane-l,3,5,7-tetracarboxylic acid. Interpenetration of five different networks, however, precluded the formation of internal chambers. A more open structure with large chambers was obtained from the tetra-2-pyridone methane called tecton . Its diamondoid lattice entrapped butyric acid (Figure l.lTf. ... 

Carboxylic acids, such as adamantane-l,3,5,7-tetracarboxylic acid [43] and tetrapyr-idones (silane and carbon based) [44, 45], have been employed in the construction of 3-D diamondoid networks through self-complementary interactions, Scheme... 

The dimer synthon formed by the carboxyl group has been used to assemble a variety of supermolecules due to its bidentate character which increases the strength of the interaction. For example, terephthalic acid (8) [39] and iso-phthalic acid (9) [40] form one dimensional tapes. Trimesic acid (2) with its threefold molecular symmetry forms a two dimensional hydrogen bonded sheet [41] and adamantane-l,3,5,7-tetracarboxylic acid (10) with its tetrahedrally disposed carboxy functionality forms a diamondoid network (Fig. 9) [42]. 

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