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

被引：0
|
作者：
Kleinpeter, Erich [1 ]
Koch, Andreas [1 ]
机构：
[1] Univ Potsdam, Chem Inst, Potsdam, Germany
来源：
MAGNETIC RESONANCE IN CHEMISTRY | 2024年 / 62卷 / 12期
关键词：
aromaticity; NICS; NMR; PAHs; TSNMRS; NICS; ANISOTROPY; VISUALIZATION; RESONANCE;
D O I：
10.1002/mrc.5482
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Structures, H-1/C-13 chemical shifts, and the ring current effects (spatial magnetic properties: through-space NMR shieldings [TSNMRSs]) of various pi-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 delta(H-1)/ppm chemical shifts employed to unequivocally qualify and quantify local 6 pi-aromaticity of individual benzenoid building blocks and the global ([4n + 2], n > 1) aromaticity of the macrocyclic ring.
引用
收藏
页码：861 / 870
页数：10
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