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RESEARCH PRODUCT

Solid-Phase Synthesis of Oligo(p-benzamide) Foldamers

Hannah M. KönigRobert AbbelDieter SchollmeyerAndreas F. M. Kilbinger

subject

chemistry.chemical_compoundMonomerThionyl chlorideSolid-phase synthesischemistryOrganic ChemistrySupramolecular chemistryOrganic chemistryPhysical and Theoretical ChemistryBenzamideBiochemistryCombinatorial chemistry

description

[reaction: see text] A coupling protocol has been developed which allows the synthesis of oligo(p-benzamide)s on solid support. Aromatic carboxylic acids are activated in situ with thionyl chloride and used to acylate secondary aromatic amines. N-p-Methoxy benzyl (PMB) as well as N-hexyl protected monomers were investigated. Heterosequences of both monomers were synthesized. Such nanoscale objects are important building blocks for supramolecular chemistry.

https://doi.org/10.1055/s-2006-941899