BOND RESONANCE ENERGY AND VERIFICATION OF THE ISOLATED PENTAGON RULE

被引：133
作者：
AIHARA, J
机构：
[1] Department of Chemistry, Faculty of Science, Shizuoka University, Oya
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1995年 / 117卷 / 14期
关键词：
D O I：
10.1021/ja00119a029
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The isolated pentagon rule (IPR) states that fullerenes with isolated pentagons are kinetically much more stable than their fused pentagon counterparts. This rule can be verified in terms of a graph-theoretically defined bond resonance energy. In general, a pi bond shared by two pentagons has a large negative bond resonance energy, thus contributing significantly to the increase in kinetic instability or chemical reactivity of the molecule. The existence of such highly antiaromatic local structures sharply distinguishes IPR-violating fullerenes from isolated-pentagon isomers. pi bonds shared by two pentagons are shared by many antiaromatic conjugated circuits but not by relatively small aromatic conjugated circuits.
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页码：4130 / 4136
页数：7
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