Two Ih-symmetry-breaking C60 isomers stabilized by chlorination

Tan, Yuan‐Zhi; Liao, Zhao Jiang; Qian, Zhuo Zhen; Chen, Rui Ting; Wu, Xin; Liang, Hua; Han, Xiaopeng; Zhu, Feng; Zhou, Sheng Jun; Zheng, Zhiping; Lü, Xin; Xie, Shuifen; Huang, Rong; Zheng, Lan

doi:10.1038/nmat2275

Cited by 109 publications

(77 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…36). The C 2v -C 60 isomer contains fused pentagons, resulting in more highly pyramidalised carbon atoms that are more susceptible to reaction with carbon.…”

Section: Resultsmentioning

confidence: 99%

Closed network growth of fullerenes

et al. 2012

View full text Add to dashboard Cite

Tremendous advances in nanoscience have been made since the discovery of the fullerenes; however, the formation of these carbon-caged nanomaterials still remains a mystery. Here we reveal that fullerenes self-assemble through a closed network growth mechanism by incorporation of atomic carbon and C 2 . The growth processes have been elucidated through experiments that probe direct growth of fullerenes upon exposure to carbon vapour, analysed by state-of-the-art Fourier transform ion cyclotron resonance mass spectrometry. our results shed new light on the fundamental processes that govern self-assembly of carbon networks, and the processes that we reveal in this study of fullerene growth are likely be involved in the formation of other carbon nanostructures from carbon vapour, such as nanotubes and graphene. Further, the results should be of importance for illuminating astrophysical processes near carbon stars or supernovae that result in C 60 formation throughout the universe.

show abstract

“…36). The C 2v -C 60 isomer contains fused pentagons, resulting in more highly pyramidalised carbon atoms that are more susceptible to reaction with carbon.…”

Section: Resultsmentioning

confidence: 99%

Closed network growth of fullerenes

et al. 2012

View full text Add to dashboard Cite

show abstract

“…However, the former is by far the most abundantly isolated fullerene but the latter is never isolable although it is generated in the gas phase. 147 It is clear from these observations that the IPR cannot be elucidated in terms of thermodynamic stability. There is no marked difference in TRE between isolable and IPR-violating fullerenes.…”

Section: Aromatic Character Of Fullerenesmentioning

confidence: 99%

Graph Theory of Aromatic Stabilization

Aihara¹

2016

BCSJ

View full text Add to dashboard Cite

Aromaticity is very sensitive to the geometry of the π-system. Topological resonance energy (TRE), defined graphtheoretically, represents an aromatic stabilization energy (ASE) arising from cyclic conjugation in the π-system. TRE can be calculated for not only ground-state but also excited-state species. The TRE concept has since been extended analytically to solve many different problems concerning aromaticity and reactivity. Bond resonance energy (BRE), defined in harmony with TRE, is an excellent probe for exploring kinetic stability of cyclic π-systems. It represents the contribution of individual π-bonds to global aromaticity. The well-known isolated pentagon rule (IPR) for fullerenes was verified in terms of BRE. Superaromatic stabilization energy (SSE) defined for macrocyclic π-systems finally confirmed the absence of macrocyclic aromaticity in kekulene. A novel local aromaticity index for polycyclic aromatic hydrocarbons (PAHs) was devised by reinterpreting the definition of SSE. We then found that aromatic properties of some PAHs are not compatible with Clar's aromatic sextet rule. We now feel that many fundamental problems with regard to aromatic stabilization and related phenomena have been solved conceptually.

show abstract

“…In fact, the plots for the two C 60 isomers in Figure 3 resemble rather the plot for cyclopentadienyl than that 20 C 2v (1809)-C 60 has been isolated only as a chlorinated derivative, in which π-bonds shared by two pentagons are missing. 86 The 5/5 bonds in this C 60 isomer are rapidly aromatized on going to higher molecular anions.…”

Section: Tetraanions Of Non-ipr Fullerenes As Shown Inmentioning

confidence: 99%

Kinetic Stability of Non-IPR Fullerene Molecular Ions

2015

View full text Add to dashboard Cite

Many fullerenes that violate the isolated pentagon rule (IPR) form stable metallofullerenes. In general, a fullerene cage is kinetically stabilized by acquiring a given number of electrons. Kinetic stability of negatively charged non-IPR fullerenes, including the recently isolated endohedral metallofullerene with a heptagonal face, was rationalized in terms of bond resonance energy (BRE). Interestingly, molecular anions of conventional fullerenes found in most isolated metallofullerenes are kinetically stable with large positive BREs for all CC bonds. As we pointed out in 1993, the IPR does not apply to charged fullerenes because π-bonds shared by two five-membered rings are aromatized to varying extents.

show abstract

Two Ih-symmetry-breaking C60 isomers stabilized by chlorination

Cited by 109 publications

References 27 publications

Closed network growth of fullerenes

Closed network growth of fullerenes

Graph Theory of Aromatic Stabilization

Kinetic Stability of Non-IPR Fullerene Molecular Ions

Contact Info

Product

Resources

About