Is C60 buckminsterfullerene aromatic?

Chen Z, Wu JI, Corminboeuf C, Bohmann J, Lu X, Hirsch A, Schleyer PVR (2012)


Publication Type: Journal article, Original article

Publication year: 2012

Journal

Original Authors: Chen Z., Wu J.I., Corminboeuf C., Bohmann J., Lu X., Hirsch A., Schleyer P.V.R.

Publisher: Royal Society of Chemistry

Book Volume: 14

Pages Range: 14886-14891

Journal Issue: 43

DOI: 10.1039/c2cp42146a

Abstract

C does not have "superaromatic" or even aromatic character, but is a spherically π antiaromatic and enormously strained species. This explains its very large and positive heat of formation (610 ± 30 kcal mol ). The π electron character of C was analyzed by dissected nucleus independent chemical shifts (NICS). The results were employed to examine the scope and limitations of Hirsch's 2(N + 1) spherical aromaticity rule for several globular cages. C (18 π electrons) and C (50 π electrons) are spherically π aromatic, but C (20 π electrons) and C (60 π electrons) are spherically π antiaromatic, due to the high paratropicity of their half-filled π subshells. Limitations for Hirsch's rule, for clusters with more than 50 π electrons, are illustrated by e.g. the π aromaticity of the 66 π electron C and the lack of π aromaticity of the 72 π electron C N and C . This journal is © 2012 the Owner Societies.

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APA:

Chen, Z., Wu, J.I., Corminboeuf, C., Bohmann, J., Lu, X., Hirsch, A., & Schleyer, P.V.R. (2012). Is C60 buckminsterfullerene aromatic? Physical Chemistry Chemical Physics, 14(43), 14886-14891. https://dx.doi.org/10.1039/c2cp42146a

MLA:

Chen, Zhongfang, et al. "Is C60 buckminsterfullerene aromatic?" Physical Chemistry Chemical Physics 14.43 (2012): 14886-14891.

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