Consequences of cooperativity in racemizing supramolecular systems

S. Cantekin, H.M.M. Eikelder, ten, A.J. Markvoort, M.A.J. Veld, P.A. Korevaar, M.M. Green, A.R.A. Palmans, E.W. Meijer

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Abstract

Saluting the sergeant: Phg-BTA cooperatively self-assembles into helical aggregates and shows unprecedented racemization behavior in the presence of base. In thermodynamically controlled conditions, the addition of a small amount of chiral auxiliary to this mixture results in a deracemization reaction and a final enantiomeric excess of 32¿%. A theoretical model is presented to understand in detail the results obtained.
Original languageEnglish
Pages (from-to)6426-6431
JournalAngewandte Chemie - International Edition
Volume51
Issue number26
DOIs
Publication statusPublished - 2012

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