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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?
Author(s) -
Eytel Lisa M.,
Gilbert Annie K.,
Görner Paul,
Zakharov Lev N.,
Johnson Darren W.,
Haley Michael M.
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201605452
Subject(s) - ion , mechanism (biology) , host (biology) , chemistry , receptor , biochemistry , biology , physics , organic chemistry , ecology , quantum mechanics
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 the mechanism of the 2:1 binding event.