| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5266497 | Tetrahedron Letters | 2012 | 4 Pages |
Abstract
The mCPBA oxidation of methano-bridged [5,6] open fulleroid 1 anomalously resulted in the selective electrophilic addition at the bridgehead anti-Bredt double bond rather than the usual epoxidation. The mechanistic preference for the unprecedented stepwise addition of mCPBA vs the concerted epoxidation was explained in terms of the notable Ï-orbital misalignment (>30°) based on the B3LYP/6-31G(d) level calculation.
Related Topics
Physical Sciences and Engineering
Chemistry
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Authors
Naohiko Ikuma, Satoko Sumioka, Haruyasu Asahara, Takumi Oshima,