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Research.fi
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Aromaticity of Even-Number Cyclo[n]carbons (n = 6–100)

Authors: Glib V. Baryshnikov; Rashid R. Valiev; Rinat T. Nasibullin; Dage Sundholm; Theo Kurten; Hans Ågren;

Aromaticity of Even-Number Cyclo[n]carbons (n = 6–100)

Abstract

The recently synthesized cyclo[18]carbon molecule has been characterized in a number of studies by calculating electronic, spectroscopic, and mechanical properties. However, cyclo[18]carbon is only one member of the class of cyclo[n]carbons-standalone carbon allotrope representatives. Many of the larger members of this class of molecules have not been thoroughly investigated. In this work, we calculate the magnetically induced current density of cyclo[n]carbons in order to elucidate how electron delocalization and aromatic properties change with the size of the molecular ring (n), where n is an even number between 6 and 100. We find that the Hückel rules for aromaticity (4k + 2) and antiaromaticity (4k) become degenerate for large Cn rings (n > 50), which can be understood as a transition from a delocalized electronic structure to a nonaromatic structure with localized current density fluxes in the triple bonds. Actually, the calculations suggest that cyclo[n]carbons with n > 50 are nonaromatic cyclic polyalkynes. The influence of the amount of nonlocal exchange and the asymptotic behavior of the exchange-correlation potential of the employed density functionals on the strength of the magnetically induced ring current and the aromatic character of the large cyclo[n]carbons is also discussed.

Keywords

Fysikalisk kemi, CURRENTS, DENSITY FUNCTIONALS, CARBON RINGS, Physical Chemistry, MOLECULAR-ORBITAL METHODS, Physical sciences, ELECTRONIC-STRUCTURE, DESIGN, Chemical sciences, ELEMENTS, ALL-CARBOATOMIC RING, FIELD, BASIS-SETS

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citations
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
56
Top 1%
Top 10%
Top 10%
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