Probing the spatial requirements for [60]fullerene–[60]fullerene π-stacking and the syn addition of [60]fullerenes across acenes

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• 作者：Miller ; Glen P. ; Briggs ; Jonathan
• 关键词：[60]Fullerene ; Diels&ndash ; Alder ; Acene quinone ; Heptacene quinone ; syn Addition
• 刊名：Tetrahedron Letters
• 出版年：2004
• 出版时间：January 12, 2004
• 年：2004
• 卷：45
• 期：3
• 页码：477-481
• 全文大小：303 K

文摘

The reaction between 2equiv of [60]fullerene and 6,8,15,17-tetraphenylheptacene-7,16-quinone leads to both cis and trans-bis[60]fullerene adducts. This result contrasts sharply with the highly diastereoselective syn additions of [60]fullerenes across 6,13-diphenylpentacene and 6,8,15,17-tetraphenylheptacene. The importance of spatially dependent [60]fullerene–[60]fullerene π-stacking interactions in promoting a syn addition of [60]fullerenes is discussed.