通过 1H/13C 化学位移和相应的环流效应，简单有效地识别大环共轭烃的局部 6π- 和全局 [4n + 2] 芳香性。

IF 1.9 3区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Magnetic Resonance in Chemistry Pub Date : 2024-10-08 DOI:10.1002/mrc.5482

Erich Kleinpeter, Andreas Koch

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引用次数: 0

摘要

在 B3LYP/6-311G(d,p) 理论水平上，利用 GIAO 干涉方法和核无关化学位移 (NICS) 特征，计算了各种 π 共轭大环烃和相应带电类似物的结构、1H/13C 化学位移和环流效应（空间磁性：通空核磁共振屏蔽 [TSNMRSs]）。空间磁性（TSNMRS）被可视化为不同大小和方向的等化学屏蔽面（ICSS），特别是利用δ(1H)/ppm 化学位移对单个苯环结构单元的局部 6π 芳香性和大环的全局（[4n + 2]，n > 1）芳香性进行了明确的定性和量化。

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Simple and Effective Identification of Local 6π- and Global [4n + 2] Aromaticity of Macrocyclic Conjugated Hydrocarbons by 1H/13C Chemical Shifts and the Corresponding Ring Current Effect

Structures, ¹H/¹³C chemical shifts, and the ring current effects (spatial magnetic properties: through-space NMR shieldings [TSNMRSs]) of various π-conjugated macrocyclic hydrocarbons and the corresponding charged analogues have been calculated at the B3LYP/6-311G(d,p) theory level using the GIAO perturbation method and employing the nucleus-independent chemical shift (NICS) characterization. The spatial magnetic properties (TSNMRS) are visualized as iso-chemical shielding surfaces (ICSSs) of various size and direction and together with especially the δ(¹H)/ppm chemical shifts employed to unequivocally qualify and quantify local 6π-aromaticity of individual benzenoid building blocks and the global ([4n + 2], n > 1) aromaticity of the macrocyclic ring.

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来源期刊

Magnetic Resonance in Chemistry 化学-光谱学

CiteScore

4.70

自引率

10.00%

发文量

审稿时长

1 months

期刊介绍： MRC is devoted to the rapid publication of papers which are concerned with the development of magnetic resonance techniques, or in which the application of such techniques plays a pivotal part. Contributions from scientists working in all areas of NMR, ESR and NQR are invited, and papers describing applications in all branches of chemistry, structural biology and materials chemistry are published. The journal is of particular interest not only to scientists working in academic research, but also those working in commercial organisations who need to keep up-to-date with the latest practical applications of magnetic resonance techniques.