Chiral Heteroditopic Baskets Designed from Triazolated Calixarenes and Short Peptidesстатья
Статья опубликована в высокорейтинговом журнале
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Дата последнего поиска статьи во внешних источниках: 28 октября 2016 г.
Аннотация:Cone calix[4]- and calix[6]arenes bearing two, three, and four short peptide units each having two chiral carbon atoms were prepared. The synthesis was performed by using the efficient modular approach that includes the Ugi preparation of the azido-peptide followed by its reactions with propargylated calixarenes under CuAAC (CuI-catalyzed azide–alkyne cycloaddition) conditions. These three novel multitopic hosts were probed for their ability to bind metal ions by UV-titration, and showed the highest complexation efficiency towards copper(II) and lead(II).These two cations possessed quite different complexation mode with copper(II) bound predominantly by multiple-triazole sites, in contrast to lead(II) stabilized mainly by multiple interactions with amide groups of the peptide units. Circular dichroism (CD) data for free chiral hosts, their equimolar mixtures with copper(II) and lead(II) perchlorates, and for tertiary mixtures showed formation of mono- and binuclear complexes, or switching behavior, depending on the host structure and the cations addition order.