Towards racemizable chiral organogelators

J. Lin, D. Dasgupta, S. Cantekin, A.P.H.J. Schenning

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A chiral organogelator has been synthesized that can be racemized and self-assembled in apolar solvents whilst at higher concentrations organogels are formed. Field emission scanning and transmission electron microscopy revealed the formation of bundle fibrils that are able to gelate the solvent. 1H NMR studies showed hydrogen-bond interactions between the peptide head groups of neighbouring organogelator molecules. The enantiomerically pure organogelator can be racemized by the base DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) as was evident from chiral high-performance liquid chromatography analysis.
Original languageEnglish
Pages (from-to)960-965
JournalBeilstein Journal of Organic Chemistry
Publication statusPublished - 2010


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