Solid-phase synthesis of oligo(p-benzamide) foldamers

Organic Letters
Hannah M KönigAndreas F M Kilbinger

Abstract

[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.

References

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Citations

Aug 9, 2012·Chemical Reviews·Dan-Wei ZhangZhan-Ting Li
May 31, 2007·Chemical Communications : Chem Comm·Fred CampbellAndrew J Wilson
Jul 10, 2009·Chemical Society Reviews·Ishu Saraogi, Andrew D Hamilton
Oct 4, 2007·Angewandte Chemie·Hannah M König, Andreas F M Kilbinger
Jul 16, 2009·Macromolecular Rapid Communications·Stefan HilfAndreas F M Kilbinger
May 8, 2010·Organic & Biomolecular Chemistry·Frederick CampbellAndrew J Wilson
Sep 17, 2010·Angewandte Chemie·Minseok Kwak, Andreas Herrmann
Mar 25, 2011·Macromolecular Rapid Communications·Christof StorzAndreas F M Kilbinger
Jan 26, 2016·Chembiochem : a European Journal of Chemical Biology·Michal JewginskiCameron David Mackereth
Feb 24, 2021·ChemPlusChem·Ayman AkhdarSophie Faure
Apr 28, 2021·Chemistry : a European Journal·Ko UrushibaraIvan Huc
Jun 10, 2021·Nature Chemistry·Subhajit PalAndreas F M Kilbinger
Jun 8, 2021·Chemical Science·Antoine MeunierIvan Huc
Oct 16, 2010·The Journal of Organic Chemistry·Benoît BaptisteIvan Huc
Jan 18, 2007·Journal of the American Chemical Society·Hannah M KönigAndreas F M Kilbinger

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