Simple and Effective Identification of Local 6 π ‐ and Global [4 n + 2] Aromaticity of Macrocyclic Conjugated Hydrocarbons by 1 H/ 13 C Chemical Shifts and the Corresponding Ring Current Effect
Year: 2024
Type: article
Abstract: ABSTRACT Structures, 1 H/ 13 C 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( 1 H)/ppm chemical shifts employed to unequivocally qualify and quantify local 6 π ‐aromaticity of individual benzenoid building blocks and the global ([4 n + 2], n > 1) aromaticity of the macrocyclic ring.
Source: Magnetic Resonance in Chemistry
DOI: 10.1002/mrc.5482
Authors: Erich Kleinpeter, Andreas Koch
Institution: University of Potsdam
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,200
OpenAlex ID: W4403214646