Please use this identifier to cite or link to this item: http://localhost:8080/xmlui/handle/123456789/4570
Title: Electrostatic Potential for Exploring Electron Delocalization in Infinitenes, Circulenes, and Nanobelts
Authors: Anjalikrishna, P K
Gadre, S R
Suresh, C H
Keywords: Aromatic compounds
Hydrocarbons
Mathematical methods
Molecular structure
Molecules
Issue Date: 23-Mar-2023
Publisher: American Chemical Society
Citation: The Journal of Organic Chemistry; 88(7):4123–4133
Abstract: The Ī€-conjugation, aromaticity, and stability of the newly synthesized 12-infinitene and of other infinitenes comprising 8-, 10-, 14-, and 16-arene rings are investigated using density functional theory. The Ī€-electron delocalization and aromatic character rooted in infinitenes are quantified in terms of molecular electrostatic potential (MESP) topology. Structurally, the infinitene bears a close resemblance of its helically twisted structure to the infinity symbol. The MESP topology shows that infinitene possesses an infinity-shaped delocalization of the electron density that streams over the fused benzenoid rings. The parameter ∑3𝑖=1Δ𝜆𝑖 , derived from the eigenvalues (Îģi) corresponding to the MESP minima, is used for quantifying the aromatic character of arene rings of infinitene. The structure, stability, and MESP topology features of 8-, 10-, 12-, 14-, and 16-infinitenes are also compared with the corresponding isomeric circulenes and carbon nanobelts. Further, the strain in all such systems is evaluated by considering the respective isomeric planar benzenoid hydrocarbons as reference systems. The 12-infinitene turns out to be the most aromatic and the least strained among all the systems examined.
URI: https://pubs.acs.org/doi/10.1021/acs.joc.2c02507
http://localhost:8080/xmlui/handle/123456789/4570
Appears in Collections:2023



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