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DFT/TDDFT investigation on the chemical reactivities, aromatic properties, and UV–Vis absorption spectra of 1-butoxy-4-methoxybenzenepillar[5]arene constitutional isomers

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Abstract

We investigate the chemical reactivities, aromatic properties, and UV–Vis absorption spectra of four constitutional isomers of 1-butoxy-4-methoxybenzenepillar[5]arene with the DFT and TDDFT methods. These characteristics in the gas and solvent phases are discussed on the basis of electronic energy, the highest occupied molecular orbital energy, electrophilicity, global hardness, chemical potential, and nucleus-independent chemical shift. The out-of-plane component of the NICS values reveals that there is a great contrast between aromatic rings of the isomer and benzene. The most intense wavelengths of BMpillar[5]arenes are all made up of delocalized-delocalized π → π* transition.

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Authors and Affiliations

  1. School of Chemistry and Material Science, Shanxi Normal University, No. 1, Gongyuan Street, Linfen, 041004, China

    Jian Zhang & Shuqing Ren

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  1. Jian Zhang
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  2. Shuqing Ren
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Correspondence to Jian Zhang.

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Zhang, J., Ren, S. DFT/TDDFT investigation on the chemical reactivities, aromatic properties, and UV–Vis absorption spectra of 1-butoxy-4-methoxybenzenepillar[5]arene constitutional isomers. J Mol Model 22, 209 (2016). https://doi.org/10.1007/s00894-016-3076-z

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