Consequences of Curvature on Induced Magnetic Field: The Case of Helicenes

Chemistry. 2020 Jan 2;26(1):326-330. doi: 10.1002/chem.201904390. Epub 2019 Dec 6.

Abstract

Helicenes consist of several fused rings twisted around an axis, forming a cylindrical helix, with π-delocalized electrons in the non-planar rings. Induced magnetic fields dissecting the orbital contributions of [6]-, [7]-, and [14]helicene are discussed. Computations show a deshielding cone produced by the π-electrons along the helical axis. Unexpectedly, the response of the core electrons produces a shielding cone, which is cumulative and sensitive to the curvature of the systems owing to the overlap of the other ring responses. A warning is provided regarding the evaluation of the delocalization in curved systems in which the x- and y-components of the induced magnetic field become relevant.

Keywords: aromaticity; electron delocalization; helicenes; magnetic responses.