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Dicobaloxime/organodicobaloximes bridged by different axial groups: synthesis, characterization, spectroscopy, and catalysis

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Abstract

In this study, the various ligands axially coordinated to two cobalt center bound to the N4-oxime core in 12 new dicobaloxime/organodicobaloxime (1–12) complexes have been synthesized and characterized by NMR (1H and 13C), UV–Visible, FT-IR, LC–MS, molar conductivity analysis, melting point, and magnetic susceptibility experiments with elemental analysis. These spectroscopic results indicate that the formation of new dicobaloxime/organodicobaloxime (1–12) complexes. The (C=N–OH) peaks disappeared in the 1H-NMR spectrum of dicobaloxime/organodicobaloxime (1–12) complexes, while new peaks were observed at range 20.18–18.33 ppm, indicating that the groups of ligands have been transformed to intramolecular H-bridge (O–H⋯O). The dicobaloxime (1–6) species give a better cyclic voltammogram as compared to its organodicobaloxime derivatives (7–12) due to cyclic voltammograms of the organodicobaloximes (7–12) were poor. This is possibly due to the enhanced σ donation by R groups in the organocobaloximes which are substantially stabilized. The organodicobaloxime (10) showed much better catalytic activity compared to the other cobaoxime complexes.

Graphical Abstract

The different dicobaloxime (1–6) and organodicobaloximes (7–12) have been synthesized for the first time. Their redox properties were investigated using cyclic voltammetric (CV) techniques in a DMSO solution. These dicobaloximes/organodicobaloximes have been used as homogeneous catalyst for synthesis of cyclic carbonates presence of DMAP as co-catalyst.

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Acknowledgement

We acknowledge the TUBITAK (Technological and Scientific Research Council of Turkey) for support of this research (Project No: 111T944).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Arts and Sciences, Harran University, 63190, Şanlıurfa, Turkey

    Ahmet Kilic, Hamza Fırat, Emine Aytar, Mustafa Durgun, Aysegul Kutluay Baytak, Mehmet Aslanoglu & Mahmut Ulusoy

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  1. Ahmet Kilic
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  2. Hamza Fırat
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Correspondence to Ahmet Kilic.

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Kilic, A., Fırat, H., Aytar, E. et al. Dicobaloxime/organodicobaloximes bridged by different axial groups: synthesis, characterization, spectroscopy, and catalysis. Chem. Pap. 71, 1705–1720 (2017). https://doi.org/10.1007/s11696-017-0165-0

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