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[化学]富勒烯 Spherical Aromaticity of Fullerenes
Spherical Aromaticity of
Fullerenes
肖作
2005.10.28
Introduction
亲电取代反应
E
E+
E+
Questions
What are suitable aromaticity criteria for
fullerenes?
Against which standards should the aromatic
properties of fullerenes be measured?
¨
Are there count rules similar to the Huckel
rule?
平面型分子芳香性的判别
H
结构 H H
H H
H
能量
Diatropic Ring Current
反应性
核磁共振
Bexo
Criteria of Fullerene’s Aromaticiy
Structural criteria
Energetic criteria
Reactivity criteria
Magnetic criteria
Structural Criteria
Why not:
?
Structural Criteria
Crystal Structure of C60
。
[6,6]-bond length: 1.355 A
。
[5,6]-bond length: 1.467 A
Liu, S. et al. Science 1991, 254, 408
Structural Criteria
Structural Criteria
A. Hirsch, Chem. Rev. 2001, 101, 1153
Structural Criteria
Structural Criteria
Bond-length alternation = Not aromatic ?
Structural Criteria
A. Hirsch, Chem. Rev. 2001, 101, 1153
A. Hirsch, Chem. Rev. 2001, 101, 1153
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