Preparation of tricationic tris(pyridylpalladium(ii)) metallacyclophane as an anion receptor. Issue 13 (24th January 2022)

• Record Type: Journal Article
• Authors: Danjo, Hiroshi; Asai, Kohei; Tanaka, Tomoya; Ono, Daiki; Kawahata, Masatoshi; Iwatsuki, Satoshi
• Is Part Of: Chemical communications. Volume 58:Issue 13(2022)
• Page Start: 2196
• Page End: 2199
• Publication Date: 2022-01-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d1cc05563a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A tricationic tris(pyridylpalladium(ii )) metallacyclophane was prepared and exhibited characteristic recognition behavior toward particular molecular anions such as nitrate, tetrafluoroborate, perchlorate, hydrogen sulfate, or sulfonate. Abstract : A tricationic tris(pyridylpalladium(ii )) metallacyclophane was prepared from 3, 5-dibromopyridine by a successive treatment with tetrakis(triphenylphosphine)palladium(0), diphosphine, and silver salt. Single-crystal X-ray diffraction analysis revealed that the metallacyclophane incorporated one of three counter anions into its hole-shaped cavity to form multidentate C–H⋯anion interactions. Solution-phase 1 H NMR experiments in DMSO- d 6 indicated that the metallacyclophane exhibited selective binding behavior toward nitrate, tetrafluoroborate, p -toluenesulfonate, perchlorate, and hydrogen sulfate ions, whereas the hexafluoroantimonate ion exhibited only weak interaction toward the metallacyclophane. This anion recognition behavior was further demonstrated by an extraction experiment of water-soluble sulfonate dyes.