Intramolecular ene reaction of 1,6-fullerenynes:: A new synthesis of allenes

Intramolecular ene reaction of 1,6-fullerenynes:: A new synthesis of allenes
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DOI:
10.1021/ol062353u
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发表时间:
2006-12-21
期刊:
影响因子:
5.2
通讯作者:
Martin, Nazario
Martin, Nazario
中科院分区:
化学1区
文献类型:
--
作者:
Altable, Margarita;Filippone, Salvatore;Martin, Nazario

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在1,6-富勒烯的末端碳上含有烷基的1,6-富勒烯的热处理通过分子内烯过程的反应机理定量地导致新的烯烃。这一反应结果与最近发现的自由末端炔烃相反,后者通过[2+2]环化机制形成环丁烯衍生物。
Thermal treatment of 1,6- fullerenynes bearing an alkyl group on the terminal carbon of the alkyne moiety leads quantitatively to new allenes through a reaction mechanism involving an intramolecular ene process. This reaction outcome is in contrast to that recently found for free terminal alkynes which form cyclobutene derivatives through a [ 2+ 2] cyclization mechanism.