Jump to main content
Jump to site search


Carbon rings decorated with group 14 elements: new aromatic clusters containing planar tetracoordinate carbon

Author affiliations

Abstract

A simple and chemically intuitive approach is used to design ptC-containing E–C clusters (E = Si–Pb). This approach consists in replacing three or two consecutive protons from an aromatic hydrocarbon by one E24+ or one E2+ fragment, respectively. In the model, electrons from E are removed from the pz orbitals, emptying them. Si–Pb favors the formation of a 3c-2e (E–C–E) σ-bond, which involves the ptC. Additionally, the π-electronic cloud is delocalized through the E-pz orbitals allowing the E atoms to effectively take part in the electronic delocalization, preserving the 4n + 2 Hückel's rule from the parent hydrocarbon. Two aromatic monocycles and one aromatic bicycle – benzene (C6H6), cyclopentadienyl anion (C5H5) and pentalene dianion (C8H62−) – have been transformed into C–E systems. After an extensive exploration of their potential energy surfaces, four new global minima with ptC are identified, resulting from the substitution of the protons by Si and Ge cations in C5H5 and C8H62− (E3C5 and E4C8). The analysis of both the chemical bonding and the magnetic response to an external magnetic field confirms the aromatic character of these species.

Graphical abstract: Carbon rings decorated with group 14 elements: new aromatic clusters containing planar tetracoordinate carbon

Back to tab navigation

Supplementary files

Publication details

The article was received on 25 Feb 2019, accepted on 03 Apr 2019 and first published on 03 Apr 2019


Article type: Paper
DOI: 10.1039/C9NJ01022J
Citation: New J. Chem., 2019, Advance Article

  •   Request permissions

    Carbon rings decorated with group 14 elements: new aromatic clusters containing planar tetracoordinate carbon

    O. Yañez, A. Vásquez-Espinal, R. Báez-Grez, W. A. Rabanal-León, E. Osorio, L. Ruiz and W. Tiznado, New J. Chem., 2019, Advance Article , DOI: 10.1039/C9NJ01022J

Search articles by author

Spotlight

Advertisements