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2-{2-[(4-Methoxyphenoxy)methyl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane and N-(4-Ethoxybenzyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine: Molecular Structures Determined by Quantum-Chemical Calculations, NMR Spectroscopy, and X-Ray Diffraction Analysis

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Abstract

Two phenylboronic ester derivatives, 2-{2-[(4-methoxyphenoxy)methyl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (A) and N-(4-methoxybenzyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (B), have been synthesized and their single crystals grown from hexane and petroleum ether. The conformation analysis data demonstrate that the molecular structure optimized by DFT is consistent with the crystal structure determined by X-ray single crystal diffraction. Their molecular electrostatic potentials, Hirshfeld surface analysis and 2D fingerprint have been studied, revealing some physical and chemical properties of the compounds.

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Funding

This research was supported by Guizhou Provincial Science and Technology Planning project ([2020]1Y393).

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Authors and Affiliations

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

    Hong-Yu Dai, Zhixu Zhou & Zhuyan Huang

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

    Hong-Yu Dai, De-Zheng Yang, Wan-Peng Liao, Feng Wu & Zhixu Zhou

  3. School of Chemistry and Chemical Engineering, 550025, Guizhou University, China

    De-Zheng Yang, Wan-Peng Liao & Feng Wu

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  1. Hong-Yu Dai
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Dai, HY., Yang, DZ., Liao, WP. et al. 2-{2-[(4-Methoxyphenoxy)methyl]phenyl}-4,4,5,5-tetramethyl-1,3,2-dioxaborolane and N-(4-Ethoxybenzyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine: Molecular Structures Determined by Quantum-Chemical Calculations, NMR Spectroscopy, and X-Ray Diffraction Analysis. Russ J Gen Chem 92, 438–445 (2022). https://doi.org/10.1134/S1070363222030112

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