6533b870fe1ef96bd12d0674

RESEARCH PRODUCT

Supramolecular structures formed by calix[8]arene derivatives.

Andreas JanshoffVolker BöhmerMichael BolteVasiliy V. BruskoGanna PodoprygorinaJian Zhang

subject

ChemistryStereochemistryHydrogen bondOrganic ChemistrySupramolecular chemistryEtherBiochemistryAcylationchemistry.chemical_compoundNitrationAmidePolymer chemistryNanorodPhysical and Theoretical ChemistryImide

description

Octamethoxy calix[8]arenes substituted in the para position by amide, urea, and imide functions were synthesized from the octamethyl ether of tert-butylcalix[8]arene by ipso nitration, reduction, and acylation. Scanning force microscopy of spin coated samples on graphite suggests that these derivatives self-organize into tubular nanorods via hydrogen bonds between p-amide functions. A single-crystal X-ray structure reveals a centrosymmetric conformation for the octanitro derivative. [structure: see text]

10.1021/ol0361002https://pubmed.ncbi.nlm.nih.gov/14682767