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Theoretical study of physicochemical properties of ionic liquid [mim][C(CN)3]

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Chemistry of Heterocyclic Compounds Aims and scope

Intermolecular interactions between cation and anion in methylimidazolium tricyanomethanide ionic liquid [mim][C(CN)3] have been studied at different levels of theory. Structures, interaction energies, hydrogen bonding, physical and topological properties, as well as NMR spectra of the ionic complexes have been investigated. Nucleus-independent chemical shifts were used to characterize the change of aromaticity of the cation ring upon complexation. The effect of different solvents on the stability of complexes and monomers was examined. The obtained natural bond orbital parameters show that in all ion pairs the charge transfer takes place from anion to cation. The LP(N) → σ*(N–H) and LP(N) → σ*(C–H) donor–acceptor interactions are the most important interactions in these complexes. It is predicted that N⋯H–N interaction is stronger than N⋯H–C one.

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Authors and Affiliations

  1. Sirjan University of Technology, P.O. Box: 7813733385, Sirjan, Iran

    Batoul Makiabadi

  2. Payame Noor University, P.O. Box: 7816858333, Tehran, Iran

    Mohammad Zakarianezhad & Farzaneh Noormandi

  3. Vali-e-Asr University of Rafsanjan, P.O. Box: 77176, Rafsanjan, Iran

    Hamid Reza Masoodi & Sotoodeh Bagheri

Authors
  1. Batoul Makiabadi
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  2. Mohammad Zakarianezhad
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  3. Hamid Reza Masoodi
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  4. Sotoodeh Bagheri
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  5. Farzaneh Noormandi
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Correspondence to Batoul Makiabadi.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(4), 244–252

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Makiabadi, B., Zakarianezhad, M., Masoodi, H.R. et al. Theoretical study of physicochemical properties of ionic liquid [mim][C(CN)3]. Chem Heterocycl Comp 52, 244–252 (2016). https://doi.org/10.1007/s10593-016-1875-x

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  • DOI: https://doi.org/10.1007/s10593-016-1875-x

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