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Intermolecular charge-transfer complex between solute and ionic liquid: experimental and theoretical studies

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Abstract

Ground-state intermolecular donor–acceptor complex ([MCP][NTf2]-MN; 1:1) is formed between π-electron of 1-methyl-naphthalene (MN) as solute (electron-rich) and π+ electron of 1-methyl-4-cyanopyridinium bis((trifluoromethyl)sulfonyl)amide ([MCP][NTf2]) as solvent (electron deficient), observed in solid state. Intermolecular charge-transfer (IMCT) band is observed, indicating the formation of stable [MCP][NTf2]-MN complex. The IMCT process of [MCP][NTf2]-MN complex depends on relative strength of π–π+ stack between cation of [MCP][NTf2] IL and aromatic unit of MN. From DFT studies, it is clear that the geometry and interactions in [MCP][NTf2]-MN complex are also influenced by NTf2 anion. This solute–solvent interaction shows the deviation of inertness nature of [MCP][NTf2] IL. AIM analysis, electron localization function (ELF) and localized orbital locator (LOL) surface maps are obtained to achieve information regarding intermolecular interactions in the complex. Hirshfeld surface analysis and its fingerprint maps are used to identify pairwise interactions between atoms in order to avail molecular packing of the complexes from crystallographic data. NCI plots display combination of specific atom–atom interactions through hydrogen bond and vdW interactions. AIMD study shows that the complex attains a lower energy of − 2630.72 hartree at 125 and 445 fs.

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Acknowledgements

SKP acknowledges to Tarsadia Institute of Chemical Science, Uka Tarsadia University, Surat-394350, Gujarat, India, for providing infrastructure and instrument facilities. SK would like to thank Magadh University, Bodh Gaya-824234, Bihar, India, for providing infrastructure as well as instrument facilities, and Science and Engineering Research Board (SERB), Department of Science and Technology (DST), India (Grant No. SRG/2019/002284) for financial support.

Funding

SK thanks Science and Engineering Research Board (SERB), Department of Science and Technology (DST), India (Grant No. SRG/2019/002284) for financial support.

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  1. Department of Chemistry, Magadh University, Bodh Gaya, Bihar, 824234, India

    Sumit Kumar

  2. Tarsadia Institute of Chemical Science, Uka Tarsadia University, Maliba Campus, Gopal Vidyanagar, Bardoli, Mahuva Road, Surat, Gujarat, 394350, India

    Sumit Kumar Panja

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SK and SKP conceived the study. SK and SKP involved during the development or design of methodology and performing the experimental and computational studies. SK did the funding acquisition from SERB-DST, India. SKP obtained infrastructure and instrument support from Uka Tarsadia University, Surat, India. SK and SKP involved during the original manuscript preparation and approved the final version of the manuscript.

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Kumar, S., Panja, S.K. Intermolecular charge-transfer complex between solute and ionic liquid: experimental and theoretical studies. Theor Chem Acc 142, 126 (2023). https://doi.org/10.1007/s00214-023-03073-x

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