title: Examples of regioselective anion recognition among a family of two-, three-, and four-"armed" bis-, tris-, and tetrakis(thioureido) [n]polynorbornane hosts.
abstract: A family of conformationally preorganized, [n]polynorbornane-based anion hosts 1a,b-6a,b have been synthesized. The series includes receptors with 4, 8, and 12 H-bond donors. Using (1)H NMR titration techniques, evaluation of the new hosts against a series of alkyl and aryl dicarboxylates as well as a range of phosphoanionic species has revealed that the tris(thioureido) hosts (in particular 3a) are capable of regioselectively binding dicarboxylates and pyrophosphate (H(2)PPi(2-)).
authors.affiliation: Research Centre for Chemistry and Biotechnology, School of Life and Environmental Sciences, Deakin University, Waurn Ponds 3217, Australia.
authors.forename: Adam J
authors.initials: AJ
authors.lastname: Lowe
authors.forename: Benjamin M
authors.initials: BM
authors.lastname: Long
authors.forename: Frederick M
authors.initials: FM
authors.lastname: Pfeffer
mesh_terms: D000838:Anions / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D009636:Norbornanes / Q000737:chemistry*; D010755:Organophosphates / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
chemical_list: D000838:Anions; D009636:Norbornanes; D010755:Organophosphates; D013890:Thiourea