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Do CH-Anion and Anion-? Interactions Alter the Mechanism of 2:1 Host-Guest Complexation in Arylethynyl Monourea Anion Receptors?

ABSTRACT: Selective tuning of arylethynyl urea scaffolds for anionic guests requires an understanding of preferred binding motifs of the host-guest interaction. To investigate the binding preference of receptors without a pre-organized binding pocket, two electron-deficient phenylacetylene receptors with a single urea moiety have been prepared and were found to bind halides as 2:1 host-guest complexes that feature key CH-anion or anion-? interactions. These supporting interactions also appear to influence the mechanism of the 2:1 binding event.

SUBMITTER: Eytel LM

PROVIDER: S-EPMC5560113 | biostudies-literature | 2017 Mar

REPOSITORIES: biostudies-literature

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Do CH-Anion and Anion-π Interactions Alter the Mechanism of 2:1 Host-Guest Complexation in Arylethynyl Monourea Anion Receptors?

Eytel Lisa M LM Gilbert Annie K AK Görner Paul P Zakharov Lev N LN Johnson Darren W DW Haley Michael M MM

Chemistry (Weinheim an der Bergstrasse, Germany) 20170306 17

Selective tuning of arylethynyl urea scaffolds for anionic guests requires an understanding of preferred binding motifs of the host-guest interaction. To investigate the binding preference of receptors without a pre-organized binding pocket, two electron-deficient phenylacetylene receptors with a single urea moiety have been prepared and were found to bind halides as 2:1 host-guest complexes that feature key CH-anion or anion-π interactions. These supporting interactions also appear to influence ...[more]

PMID: 28198117

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