Magnetic criteria of aromaticity in a benzene cation and anion: how does the Jahn-Teller effect influence the aromaticity?
Abstract
The aromatic/antiaromatic behavior of the Jahn-Teller UT) active benzene cation and anion has been investigated using Density Functional Theory (DFT) calculations of Nuclear Independent Chemical Shifts (NICS) and magnetic susceptibility. NICS parameters have been scanned along the Intrinsic Distortion Path (IDP) for the benzene cation showing antiaromaticity which decreases with increasing deviation from D-6h to D-2h symmetry. Changes in NICS values along the IDP from D-6h to C-2v in the benzene anion revealed non-aromatic character.
Keywords:
DFT / Aromaticity / Jahn-Teller effect / Intrinsic Distortion PathSource:
Tetrahedron Letters, 2012, 53, 7, 794-799Publisher:
- Oxford : Pergamon-Elsevier Science Ltd
Funding / projects:
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
- Swiss National Science Foundation
DOI: 10.1016/j.tetlet.2011.12.008
ISSN: 0040-4039
WoS: 000300518900018
Scopus: 2-s2.0-84855837871
Collections
Institution/Community
IHTMTY - JOUR AU - Anđelković, Ljubica AU - Perić, Marko AU - Zlatar, Matija AU - Grubišić, Sonja AU - Gruden-Pavlović, Maja PY - 2012 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/996 AB - The aromatic/antiaromatic behavior of the Jahn-Teller UT) active benzene cation and anion has been investigated using Density Functional Theory (DFT) calculations of Nuclear Independent Chemical Shifts (NICS) and magnetic susceptibility. NICS parameters have been scanned along the Intrinsic Distortion Path (IDP) for the benzene cation showing antiaromaticity which decreases with increasing deviation from D-6h to D-2h symmetry. Changes in NICS values along the IDP from D-6h to C-2v in the benzene anion revealed non-aromatic character. PB - Oxford : Pergamon-Elsevier Science Ltd T2 - Tetrahedron Letters T1 - Magnetic criteria of aromaticity in a benzene cation and anion: how does the Jahn-Teller effect influence the aromaticity? VL - 53 IS - 7 SP - 794 EP - 799 DO - 10.1016/j.tetlet.2011.12.008 ER -
@article{ author = "Anđelković, Ljubica and Perić, Marko and Zlatar, Matija and Grubišić, Sonja and Gruden-Pavlović, Maja", year = "2012", abstract = "The aromatic/antiaromatic behavior of the Jahn-Teller UT) active benzene cation and anion has been investigated using Density Functional Theory (DFT) calculations of Nuclear Independent Chemical Shifts (NICS) and magnetic susceptibility. NICS parameters have been scanned along the Intrinsic Distortion Path (IDP) for the benzene cation showing antiaromaticity which decreases with increasing deviation from D-6h to D-2h symmetry. Changes in NICS values along the IDP from D-6h to C-2v in the benzene anion revealed non-aromatic character.", publisher = "Oxford : Pergamon-Elsevier Science Ltd", journal = "Tetrahedron Letters", title = "Magnetic criteria of aromaticity in a benzene cation and anion: how does the Jahn-Teller effect influence the aromaticity?", volume = "53", number = "7", pages = "794-799", doi = "10.1016/j.tetlet.2011.12.008" }
Anđelković, L., Perić, M., Zlatar, M., Grubišić, S.,& Gruden-Pavlović, M.. (2012). Magnetic criteria of aromaticity in a benzene cation and anion: how does the Jahn-Teller effect influence the aromaticity?. in Tetrahedron Letters Oxford : Pergamon-Elsevier Science Ltd., 53(7), 794-799. https://doi.org/10.1016/j.tetlet.2011.12.008
Anđelković L, Perić M, Zlatar M, Grubišić S, Gruden-Pavlović M. Magnetic criteria of aromaticity in a benzene cation and anion: how does the Jahn-Teller effect influence the aromaticity?. in Tetrahedron Letters. 2012;53(7):794-799. doi:10.1016/j.tetlet.2011.12.008 .
Anđelković, Ljubica, Perić, Marko, Zlatar, Matija, Grubišić, Sonja, Gruden-Pavlović, Maja, "Magnetic criteria of aromaticity in a benzene cation and anion: how does the Jahn-Teller effect influence the aromaticity?" in Tetrahedron Letters, 53, no. 7 (2012):794-799, https://doi.org/10.1016/j.tetlet.2011.12.008 . .