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Substituent effects on the compounds CX1X2•− (X1, X2 = H, F, Cl, Br, I) from theoretical investigation

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Abstract

The electronic and molecular structures of mono- and dihalocarbene anions constructed by model CX1X2•− (X1, X2 = H, F, Cl, Br, I), as well as the corresponding carbenes CX1X2 and analogous silicon-anions SiX1X2•−, have been studied in detail using the B3LYP, MP2, and QCISD(T) levels of theory. Our calculated findings suggest that stabilization of the compounds is associated with the size of the halogen substituent X, which is further confirmed by ionization energies, the spin density (S d), and the second-order perturbative energies (E(2)). Besides, we have also explored the source of the anions’ proton affinity difference.

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Acknowledgments

The Scientific and Technical Project Supported by Gansu Province (090GKCA027), the Scientific and Technical Project of Lanzhou City (2009-1-167), the Person with Ability Introduce and Scientific Research Item of Northwest University for Nationalities, and the Fundamental Research Funds for the Central Universities (zyz2011059).

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Authors and Affiliations

  1. College of Chemical Engineering, Northwest University for Nationalities, Lanzhou, 730030, Gansu, People’s Republic of China

    Junxi Liang, Yanbin Wang, Guihua Li & Yajun Wei

  2. Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, Northwest Normal University, Lanzhou, 730070, Gansu, People’s Republic of China

    Zhiyuan Geng

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  1. Junxi Liang
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  2. Yanbin Wang
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  3. Zhiyuan Geng
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  4. Guihua Li
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Correspondence to Yanbin Wang.

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Liang, J., Wang, Y., Geng, Z. et al. Substituent effects on the compounds CX1X2•− (X1, X2 = H, F, Cl, Br, I) from theoretical investigation. Struct Chem 24, 455–461 (2013). https://doi.org/10.1007/s11224-012-0095-y

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