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Probing the spatial requirements for [60]fullerene-[60]fullerene π-stacking and the syn addition of [60]fullerenes across acenes
Authors:Glen P Miller  Jonathan Briggs
Institution:Department of Chemistry, University of New Hampshire, Durham, NH 038243598, USA
Abstract:The reaction between 2 equiv of 60]fullerene and 6,8,15,17-tetraphenylheptacene-7,16-quinone leads to both cis and trans-bis60]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.
Keywords:[60]Fullerene  Diels-Alder  Acene quinone  Heptacene quinone  syn Addition
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