On the Thermal Stability of [60]Fullerene Cycloadducts: Retro-Cycloaddition Reaction of 2-Pyrazolino[4,5:1,2][60]fullerenes

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• 作者：Juan Luis Delgado ; Fré ; dé ; ric Oswald ; Franç ; ois Cardinali ; Fernando Langa ; Nazario Martí ; n
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：April 18, 2008
• 年：2008
• 卷：73
• 期：8
• 页码：3184 - 3188
• 全文大小：325K
• 年卷期：v.73,no.8(April 18, 2008)
• ISSN：1520-6904

文摘

2-Pyrazolino[4,5:1,2][60]fullerenes undergo a thermally induced retro-cycloaddition process whoseefficiency 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 dipolarophileor a metal Lewis acid which, in contrast to other fullerene derivatives, shows their remarkable thermalstability. C-Alkyl-N-Aryl-2-pyrazolino[60]fullerenes (2e-f) show a different behavior, being morevulnerable to the presence of copper triflate and leading to the retro-cycloaddition product (pristine C₆₀)in good yield.