Tetradentate Schiff base ligands and their complexes: Synthesis, structural characterization, thermal, electrochemical and alkane oxidation

Gökhan Ceyhan, Muhammet Köse, Vickie McKee, Serhan Uruş, Ayşegül Gölcü, Mehmet Tümer*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)

Abstract

Three Schiff base ligands (H 2L 1-H 2L 3) with N 2O 2 donor sites were synthesized by condensation of 1,5-diaminonapthalene with benzaldehyde derivatives. A series of Cu(II), Co(II), Ni(II), Mn(II) and Cr(III) complexes were prepared and characterized by spectroscopic and analytical methods. Thermal, electrochemical and alkane oxidation reactions of the ligands and their metal complexes were investigated. Extensive application of 1D ( 1H, 13C NMR) and 2D (COSY, HETCOR, HMBC and TOSCY) NMR techniques were used to characterize the structures of the ligands and establish the 1H and 13C resonance assignments of the three ligands. Ligands H 2L 1 and H 2L 3 were obtained as single crystals from THF solution and characterized by X-ray diffraction. Both molecules are centrosymmetric and asymmetric unit contains one half of the molecule. Catalytic alkane oxidation reactions with the transition metal complexes investigated using cyclohexane and cyclooctane as substrates. The Cu(II) and Cr(III) complexes showed good catalytic activity in the oxidation of cyclohexane and cyclooctane to desired oxidized products. Electrochemical and thermal properties of the compounds were also investigated.

Original languageEnglish
Pages (from-to)382-398
Number of pages17
JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume95
DOIs
Publication statusPublished - Sept 2012
Externally publishedYes

Funding

We are grateful to the Scientific & Technological Research Council of Turkey (TUBITAK) (Project No.: 109T071) for the support of this research.

FundersFunder number
Scientific & Technological Research Council of Turkey
TUBITAK109T071

    Keywords

    • Alkane oxidation
    • Electrochemical
    • Oxidized products
    • Schiff base
    • Thermal
    • X-ray

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