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DFT study of new bipyrazole derivatives and their potential activity as corrosion inhibitors

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Abstract

In the present work, a theoretical study of five bipyrazolic-type organic compounds, 4-{bis[(3,5-dimethyl-1H-pyrazolyl-1-yl)methyl]-amino}phenol (1), N1,N1-bis[(3,5-dimethyl-1H-pyrazol-1-yl)methyl}]-N4,N4-dimethyl-1,4-benzenediamine (2), N,N-bis[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]aniline (3), 4-[bis(3,5-dimethyl pyrazol-1-yl-methyl)-amino]butan-1-ol (4) and ethyl4-[bis(3,5-dimethyl-1H-pyrazol-1-yl-methyl) aminobenzoate] (5), has been performed using density functional theory (DFT) at the B3LYP/6-31G(d) level in order to elucidate the different inhibition efficiencies and reactive sites of these compounds as corrosion inhibitors. The efficiencies of corrosion inhibitors and the global chemical reactivity relate to some parameters, such as EHOMO, ELUMO, gap energy (ΔE) and other parameters, including electronegativity (χ), global hardness (η) and the fraction of electrons transferred from the inhibitor molecule to the metallic atom (ΔN). The calculated results are in agreement with the experimental data on the whole. In addition, the local reactivity has been analyzed through the Fukui function and condensed softness indices.

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Acknowledgements

The author wishes to acknowledge financial support from the Scientific Research Fund of Hunan Provincial Education Department (no. 05A002), the Prominent Mid-youth Science and Technology Foundation of Hunan Province (grant no. 04JJ1010), and the Cross Project of Xiangtan University (no. 05IND07) for the research work.

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Authors and Affiliations

  1. College of Chemistry, Xiangtan University, Xiangtan, 411105, People’s Republic of China

    Hengliang Wang, Xueye Wang, Hanlu Wang, Ling Wang & Aihong Liu

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  1. Hengliang Wang
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  2. Xueye Wang
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  3. Hanlu Wang
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  4. Ling Wang
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  5. Aihong Liu
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Correspondence to Xueye Wang.

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Wang, H., Wang, X., Wang, H. et al. DFT study of new bipyrazole derivatives and their potential activity as corrosion inhibitors. J Mol Model 13, 147–153 (2007). https://doi.org/10.1007/s00894-006-0135-x

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  • DOI: https://doi.org/10.1007/s00894-006-0135-x

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