title: Do CH-Anion and Anion-π 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-π interactions. These supporting interactions also appear to influence the mechanism of the 2:1 binding event.
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, OR, 97403-1253, USA.
authors.forename: Lisa M
authors.identifier: http://orcid.org/0000-0001-8247-6202
authors.initials: LM
authors.lastname: Eytel
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, OR, 97403-1253, USA.
authors.forename: Annie K
authors.initials: AK
authors.lastname: Gilbert
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, OR, 97403-1253, USA.
authors.forename: Paul
authors.initials: P
authors.lastname: Görner
authors.affiliation: CAMCOR-Center for Advanced Materials Characterization in Oregon, University of Oregon, Eugene, OR, 97403-1443, USA.
authors.forename: Lev N
authors.initials: LN
authors.lastname: Zakharov
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, OR, 97403-1253, USA.
authors.forename: Darren W
authors.identifier: http://orcid.org/0000-0001-5967-5115
authors.initials: DW
authors.lastname: Johnson
authors.affiliation: Department of Chemistry & Biochemistry and the Materials Science Institute, University of Oregon, Eugene, OR, 97403-1253, USA.
authors.forename: Michael M
authors.identifier: http://orcid.org/0000-0002-7027-4141
authors.initials: MM
authors.lastname: Haley
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis / Q000737:chemistry*; D000838:Anions / Q000737:chemistry*; D004583:Electrons; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008958:Models, Molecular; D015394:Molecular Structure; D014508:Urea / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000480:Alkynes; D000838:Anions; D014508:Urea
keywords: anions; host-guest systems; hydrogen bonds; supramolecular chemistry