title: Anion responsive TTF-appended calix[4]arenes. Synthesis and study of two different conformers.
abstract: Two new cone- and 1,3-alternate-calix[4]arenes (cone-1 and 1,3-alt-1), bearing four modified TTF (tetrathiafulvalene) substituents on the upper rim, have been synthesized. The binding ability of these two sets of conformers for various anions, including F(-), Cl(-), Br(-), I(-), PF6(-), ClO4(-), HSO4(-), CH3COO(-), H2PO4(-), and HP2O7(3-), was tested in organic media by monitoring the changes in their UV/vis and (1)H NMR spectra as a function of added anion, as well as via cyclovoltammetry (CV) (all anions studied as their respective TBA salts). On the basis of the present findings, we propose that incorporation of four TTF units within an overall calix[4]arene-based recognition framework produces a preorganized receptor system that displays a modest preference for the pyrophosphate (HP2O7(3-)) anion.
authors.affiliation: Department of Chemistry, Korea University, Seoul, Korea.
authors.forename: Min Hee
authors.initials: MH
authors.lastname: Lee
authors.forename: Qian-Yong
authors.initials: QY
authors.lastname: Cao
authors.forename: Sung Kuk
authors.initials: SK
authors.lastname: Kim
authors.forename: Jonathan L
authors.initials: JL
authors.lastname: Sessler
authors.forename: Jong Seung
authors.initials: JS
authors.lastname: Kim
mesh_terms: D000838:Anions / Q000737:chemistry*; D047250:Calixarenes / Q000138:chemical synthesis* / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D000838:Anions; D006571:Heterocyclic Compounds; D010636:Phenols; C121325:calix(4)arene; D047250:Calixarenes; C063887:tetrathiafulvalene