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Synthesis, Crystal Structure, and DFT Study of 2-Chloro-N-cyclopropyl-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

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Abstract

2-Chloro-N-cyclopropyl-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide is an important boronic acid derivative, which was obtained by five-step substitution reaction. Its structure was confirmed by MS, 1H NMR, 13C NMR and FT-IR spectroscopy methods. The single crystal was structurally determined by X-ray diffraction and conformational analysis was performed. The results show that the crystal structure determined by X-ray single crystal diffraction is consistent with the molecular structure after DFT optimization. In addition, in order to reveal the molecular structural features, molecular conformation and some special physicochemical properties of the title compound, the molecular electrostatic potential and frontier molecular orbital of the title compound were further studied by using density functional theory.

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Authors and Affiliations

  1. School of Pharmaceutical Sciences, Guizhou University, 550025, Guiyang, China

    J.-L. Li, Y. Shi, L.-X. Ma, Z.-X. Zhou & C. Ji

  2. Guizhou Engineering Laboratory for Synthetic Drugs, 550025, Guiyang, China

    J.-L. Li, Y. Shi, L.-X. Ma, Z.-X. Zhou & C. Ji

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  1. J.-L. Li
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  2. Y. Shi
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Correspondence to C. Ji.

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Li, JL., Shi, Y., Ma, LX. et al. Synthesis, Crystal Structure, and DFT Study of 2-Chloro-N-cyclopropyl-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide. Russ J Gen Chem 93, 942–948 (2023). https://doi.org/10.1134/S1070363223040230

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