title: β-Keto-enol Tethered Pyridine and Thiophene: Synthesis, Crystal Structure Determination and Its Organic Immobilization on Silica for Efficient Solid-Liquid Extraction of Heavy Metals.
abstract: Molecules bearing β-keto-enol functionality are potential candidates for coordination chemistry. Reported herein is the first synthesis and use of a novel designed ligand based on β-keto-enol group embedded with pyridine and thiophene moieties. The product was prepared in a one-step procedure by mixed Claisen condensation and was characterized by EA, m/z, FT-IR, (¹H, (13)C) NMR and single-crystal X-ray diffraction analysis. The new structure was grafted onto silica particles to afford a chelating matrix which was well-characterized by EA, FT-IR, solid-state (13)C-NMR, BET, BJH, SEM and TGA. The newly prepared organic-inorganic material was used as an adsorbent for efficient solid-phase extraction (SPE) of Cu(II), Zn(II), Cd(II) and Pb(II) from aqueous solutions and showed a capture capacity of 104.12 mg·g(-1), 98.90 mg·g(-1), 72.02 mg·g(-1), and 65.54 mg·g(-1), respectively. The adsorption capacity was investigated, in a batch method, using time of contact, pH, initial concentration, kinetics (Langmuir and Freundlich models), and thermodynamic parameters (ΔG°, ΔH° and ΔS°) of the system effects.
authors.affiliation: Laboratoire de Chimie Appliqu&#233;e et Environnement (LCAE), Facult&#233; des Sciences, Universit&#233; Mohamed I, Oujda 60 000, Morocco. radi_smaail@yahoo.fr.|Centre de l'Oriental des Sciences et Technologies de l'Eau (COSTE), Universit&#233; Med I, Oujda 60 000, Morocco. radi_smaail@yahoo.fr.
authors.forename: Smaail
authors.initials: S
authors.lastname: Radi
authors.affiliation: Laboratoire de Chimie Appliqu&#233;e et Environnement (LCAE), Facult&#233; des Sciences, Universit&#233; Mohamed I, Oujda 60 000, Morocco. tighadouinis@gmail.com.
authors.forename: Said
authors.initials: S
authors.lastname: Tighadouini
authors.affiliation: Unit&#233; Mat&#233;riaux et Transformations (UMET) - UMR CNRS 8207 Universit&#233; Lille 1, 59655 Villeneuve d'Ascq Cedex, France. maryse.bacquet@univ-lille1.fr.
authors.forename: Maryse
authors.initials: M
authors.lastname: Bacquet
authors.affiliation: Unit&#233; Mat&#233;riaux et Transformations (UMET) - UMR CNRS 8207 Universit&#233; Lille 1, 59655 Villeneuve d'Ascq Cedex, France. stephanie.degoutin@univ-lille1.fr.
authors.forename: Stephanie
authors.initials: S
authors.lastname: Degoutin
authors.affiliation: Univ. Lille, CNRS, Centrale Lille, ENSCL, Univ. Artois, UMR 8181-UCCS-Unit&#233; de Catalyse et Chimie du Solide, F-59000 Lille, France. jean-philippe.dacquin@univ-lille1.fr.
authors.forename: Jean-Philippe
authors.initials: JP
authors.lastname: Dacquin
authors.affiliation: Laboratoire de Chimie du Solide Min&#233;ral et Analytique, Facult&#233; des Sciences, Universit&#233; Mohamed I, Oujda 60 000, Morocco. eddrisse@yahoo.fr.
authors.forename: Driss
authors.initials: D
authors.lastname: Eddike
authors.affiliation: Institut Charles Gerhardt-AIME, UMR 5253, CC1502, Universit&#233; de Montpellier, 2 place Eug&#232;ne Bataillon, 34095 Montpellier Cedex 5, France. mtillard@univ-montp2.fr.
authors.forename: Monique
authors.initials: M
authors.lastname: Tillard
authors.affiliation: Department of Chemistry, Faculty of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia. yahia@ksu.edu.sa.
authors.forename: Yahia N
authors.initials: YN
authors.lastname: Mabkhot
mesh_terms: D000327:Adsorption; D002614:Chelating Agents / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D019216:Metals, Heavy / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry*; D012822:Silicon Dioxide / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013816:Thermodynamics; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D002614:Chelating Agents; D019216:Metals, Heavy; D011725:Pyridines; D013876:Thiophenes; D012822:Silicon Dioxide; C023666:pyridine
keywords: adsorption; crystal structure; heavy metals; hybrid material; keto-enol