Mj. Krische et al., EXPLORING THE 2,2'-DIAMINO-5,5'-BIPYYIMIDINE HYDROGEN-BONDING MOTIF -A MODULAR APPROACH TO ALKOXY-FUNCTIONALIZED HYDROGEN-BONDED NETWORKS, Helvetica chimica acta, 81(11), 1998, pp. 1921-1930
The programmed self-association of 2,2'-diamino-4,4'-dialkoxy-5,5'-bip
yrimidines allows for the de novo construction of alkoxy-functionalize
d H-bonded ribbons and sheets as evidenced by X-ray crystallographic a
nalysis. The data provide insight into the interplay of the different
structural and interactional features of the molecular components to t
he generation of the supramolecular assembly. Hydrophobicity of the di
dodecyl side chains of 4c leads to the dominance of the H-bonding fact
or, resulting in the formation of a fully interconnected array. These
results define the utility of the of 2,2'-diamino-4,4'-dialkoxy-5,5'-b
ipyrimidines as a potential scaffold for the attachment of electro- or
photochemically active alkoxy residues for self-assembled functional
supramolecular materials.