1H and 13C NMR spectra of infinitene and the ring current effect of the aromatic molecule

IF 1.9 3区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Magnetic Resonance in Chemistry Pub Date : 2024-05-23 DOI:10.1002/mrc.5467

Erich Kleinpeter, Andreas Koch

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Abstract

The spatial magnetic properties (through-space NMR shieldings—TSNMRSs—actually the ring current effect in ¹H NMR spectroscopy) of the recently synthesized infinitene (the helically twisted [12]circulene) have been calculated using the GIAO perturbation method employing the nucleus-independent chemical shift (NICS) concept and visualized as iso-chemical-shielding surfaces (ICSS) of various size and direction. Both ¹H and ¹³C chemical shifts of infinitene and the aromaticity of this esthetically very appealing molecule have been studied subject to the ring current effect thus obtained. This spatial magnetic response property of TSNMRSs dominates the different magnitude of ¹H and ¹³C chemical shifts, especially in the cross-over section of infinitene, which is unequivocally classified as an aromatic molecule based on the deshielding belt of its ring current effect. Differences in aromaticity of infinitene compared with isolated benzene can also be qualified and quantified on the magnetic criterion.

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无限烯的 1H 和 13C NMR 光谱以及芳香分子的环流效应。

最近合成的无限烯（螺旋扭曲的 [12]circulene）的空间磁性（通空核磁共振屏蔽--TSNMRS--实际上是 1H 核磁共振光谱中的环流效应）是通过采用核无关化学位移 (NICS) 概念的 GIAO 扰动法计算得出的，并可视化为不同大小和方向的等化学屏蔽面 (ICSS)。根据由此获得的环流效应，对无穷乙烯的 1H 和 13C 化学位移以及这种极具美感的分子的芳香性进行了研究。TSNMRS 的这种空间磁响应特性主导了 1H 和 13C 化学位移的不同幅度，尤其是在无限烯的交叉部分，根据其环流效应的去屏蔽带，无限烯被明确归类为芳香分子。无穷乙烯与分离苯相比在芳香性方面的差异也可以用磁性标准来定性和定量。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.