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Synthesis, characterization and quantum chemical study of optoelectronic nature of ferrocene derivatives

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Abstract

Two new ferrocene derivatives N-(2-hydroxy-5-methylphenyl) ferrocylideneamine (Fe1) and N-(2-hydroxy-5-chlorophenyl) ferrocylideneamine (Fe2) have been synthesized to study the effect on electronic, optical and charge transfer properties while changing the electron donating group with electron withdrawing group. The synthesized compounds were characterized by different spectroscopic (FTIR, UV–Vis, \(^{\mathrm {1}}\hbox {H NMR}\), \(^{\mathrm {13}}\hbox {C NMR}\)) and spectrometric (EI) techniques. The geometries for ground and excited states were optimized by density functional theory (DFT/B3lyp/6-31G**, LANL2DZ) and time-dependent DFT (TD-B3lyp/6-31G**, LANL2DZ) levels, respectively. The absorption, fluorescence and phosphorescence spectra were estimated using TD-B3LYP and TD-wB97XD functionals and 6-31G** basis set for C, H, N, O and LANL2DZ for Fe atoms in dichloromethane.

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Acknowledgements

We extend our appreciation to the Deanship of Scientific Research at King Khalid University (KKU) for funding this work through research groups program under grant number R.G.P.2/15/40.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, King Khalid University, P.O. Box 9004, Abha, 61413, Saudi Arabia

    Ahmad Irfan, Abdullah G Al-Sehemi, Mohammed A Assiri & Sami Ullah

  2. Research Center for Advanced Materials Science (RCAMS), King Khalid University, P.O. Box 9004, Abha, 61413, Saudi Arabia

    Ahmad Irfan

  3. Institut für Anorganische Chemie, Karlsruhe Institute of Technology, Engesserstrasse 15, 76131, Karlsruhe, Germany

    Firas Khalil Al-Zeidaneen & Ghulam Abbas

  4. Institute for Biological Interfaces (IBG-1), Karlsruhe Institute of Technology (KIT), Hermann-von-Helmholtz-Platz, 76344, Eggenstein-Leopoldshafen, Germany

    Ishtiaq Ahmed

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  1. Ahmad Irfan
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  2. Firas Khalil Al-Zeidaneen
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  3. Ishtiaq Ahmed
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  4. Abdullah G Al-Sehemi
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  5. Mohammed A Assiri
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  6. Sami Ullah
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  7. Ghulam Abbas
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Correspondence to Ahmad Irfan.

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Irfan, A., Al-Zeidaneen, F.K., Ahmed, I. et al. Synthesis, characterization and quantum chemical study of optoelectronic nature of ferrocene derivatives. Bull Mater Sci 43, 45 (2020). https://doi.org/10.1007/s12034-019-1992-0

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