title: Metal complexes of the trans-influencing ligand thiomaltol.
abstract: The wide use of the ligand 3-hydroxy-2-methyl-4-pyrone (maltol) in bioinorganic chemistry has prompted an effort to further exploit this ligand class by achieving an efficient, one-step synthesis of the chelator 3-hydroxy-2-methyl-4-thiopyrone (thiomaltol). Complexes of thiomaltol with nickel(II) and iron(III) have been prepared and studied by using UV-visible spectroscopy and electrochemical methods. In addition, both complexes as well as the free thiomaltol ligand have been structurally characterized by using single-crystal X-ray diffraction methods. The ligand is found to exert a strong trans influence on the structure of the complexes in the solid state with the nickel(II) and iron(III) complexes demonstrating a cis and fac geometry, respectively. The compounds described here should significantly expand the scope and utility of O,S-donor ligands derived from maltol and related precursors.
authors: Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0358, USA.
authors: Jana A
authors: JA
authors: Lewis
authors: David T
authors: DT
authors: Puerta
authors: Seth M
authors: SM
authors: Cohen
mesh_terms: D018360:Crystallography, X-Ray; D004563:Electrochemistry / Q000379:methods; D005290:Ferric Compounds / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D011714:Pyrans / Q000138:chemical synthesis / Q000737:chemistry*; D011753:Pyrones / Q000138:chemical synthesis / Q000737:chemistry*; D013053:Spectrophotometry / Q000379:methods; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013871:Thiones / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: C583493:3-hydroxy-2-methyl-4H-pyran-4-thione; D005290:Ferric Compounds; D008024:Ligands; D009942:Organometallic Compounds; D011714:Pyrans; D011753:Pyrones; D013438:Sulfhydryl Compounds; D013871:Thiones; C008316:maltol; D009532:Nickel