On the thermal stability of [60]fullerene cycloadducts:: Retro-cycloaddition reaction of 2-pyrazolino[4,5:1,2][60]fullerenes

被引：37

作者：

Delgado, Juan Luis ^{[2
]}

Oswald, Frederic ^{[1
]}

Cardinali, Francois ^{[1
]}

Langa, Fernando ^{[1
]}

Martin, Nazario ^{[2
,3
]}

机构：

[1] Univ Castilla La Mancha, Inst Nanociencia Nanotecnol & Mat Mol, Toledo 45071, Spain

[2] Univ Complutense Madrid, Dept Quim Organ, Fac Ciencias Quim, E-28040 Madrid, Spain

[3] Ciudad Univ Cantoblanco, Fac Ciencias, IMDEA Nanociencia, Madrid 28049, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 08期

关键词：

D O I：

10.1021/jo702741n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Pyrazolino[4,5:1,2][60]fullerenes undergo a thermally induced retro-cycloaddition process whose efficiency is influenced by the nature of the C-substituent. C-Aryl-N-Aryl-2-pyrazolino[60]fullerenes (2a-d) poorly undergo a thermal retro-cycloaddition reaction even in the presence of a strong dipolarophile or a metal Lewis acid which, in contrast to other fullerene derivatives, shows their remarkable thermal stability. C-Alkyl-N-Aryl-2-pyrazolino[60]fullerenes (2e-f) show a different behavior, being more vulnerable to the presence of copper triflate and leading to the retro-cycloaddition product (pristine C-60) in good yield.

引用

页码：3184 / 3188

页数：5

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