Synthesis, structural characterization and computational DFT studies, vibrational dynamics and Hirshfeld surface analysis of tert-butyl (4-fluoro-2-nitrophenyl) carbamate and di-tert-butyl (4-fluoro-2-nitrophenyl) iminodicarbonate

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure Pub Date : 2025-09-27 DOI:10.1016/j.molstruc.2025.144165

Longxie Wei , Guigui Yan , Changzhuan Li , Zhichao Yang , Zhixu Zhou , Chunshen Zhao , Chun Ji

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Abstract

In this paper, tert-butyl (4-fluoro-2-nitrophenyl) carbamate and di-tert-butyl (4-fluoro-2-nitrophenyl) iminodicarbonate are synthesized. Single crystals of both compounds were obtained, their structures were characterized by ¹H/¹³C NMR, FT-IR spectroscopy, and HRMS, and at the same time, single-crystal X-ray diffraction analysis confirmed the molecular structure of the target compounds. Complementary DFT calculations at the B3LYP/6–311+G(2d, p) level further confirmed this structure and predicted electronic properties. The frontier molecular orbitals (FMOs) and molecular electrostatic potential (MEP) surfaces were systematically investigated for both compounds, revealing distinct electronic features, Hirshfeld surface analysis was also performed. The DFT-optimized structure closely matched the experimental data, and obtained the physicochemical properties of the synthesized compound.

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氨基甲酸叔丁基（4-氟-2-硝基苯基）和亚氨基二碳酸二叔丁基（4-氟-2-硝基苯基）的合成、结构表征和计算DFT研究、振动动力学和Hirshfeld表面分析

本文合成了（4-氟-2-硝基苯基）氨基甲酸酯叔丁基和（4-氟-2-硝基苯基）亚氨基二碳酸二叔丁基。得到了两种化合物的单晶，通过1H/13C NMR、FT-IR、HRMS对其结构进行了表征，同时通过单晶x射线衍射分析证实了目标化合物的分子结构。在B3LYP/ 6-311 +G（2d, p）能级上的互补DFT计算进一步证实了这种结构并预测了电子性质。系统地研究了两种化合物的前沿分子轨道（FMOs）和分子静电势（MEP）表面，揭示了不同的电子特征，并进行了Hirshfeld表面分析。dft优化后的结构与实验数据吻合较好，得到了合成化合物的理化性质。

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来源期刊

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.