6533b85efe1ef96bd12c05f8
RESEARCH PRODUCT
Exploring the 2,2′-Diamino-5,5′-bipyrimidine Hydrogen-Bonding Motif: A Modular Approach to Alkoxy-Functionalized Hydrogen-Bonded Networks
Kari RissanenJean-marie LehnJ. FischerMichael J. KrischeElina WegeliusNatalie KyritsakasMaija Nissinensubject
HydrogenHydrogen bondChemistryStereochemistrybusiness.industryOrganic ChemistrySupramolecular chemistrychemistry.chemical_elementModular designBiochemistryCombinatorial chemistryCatalysisSupramolecular assemblyInorganic ChemistryDrug DiscoveryAlkoxy groupSide chainPhysical and Theoretical Chemistrybusinessdescription
The programmed self-association of 2,2’-diamino-4,4’-dialkoxy-5,5’-bipyrimidines allows for the de novo construction of alkoxy-functionalized H-bonded ribbons and sheets as evidenced by X-ray crystallographic analysis. The data provide insight into the interplay of the different structural and interactional features of the molecular components to the generation of the supramolecular assembly. Hydrophobicity of the didodecyl side chains of 4c leads to the dominance of the H-bonding factor, 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’-bipyrimidines as a potential scaffold for the attachment of electro- or photochemically active alkoxy residues for self-assembled functional supramolecular materials.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1998-11-11 | Helvetica Chimica Acta |