For the hydrogen transfer of phenalene, a bimolecular ene-like mechanism is proposed, which is preferable over the hypothesized unimolecular rearrangement in the literature. Unique SOMO-SOMO pi-bonding of phenalenyl reduces the barriers of pericyclic reactions significantly. Pi-bonding between radicals is being recognized as a novel type of bonding interaction. This paper adds to the use of this interaction by pointing out its effect on reaction barriers.
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| http://dx.doi.org/10.1039/c0cc00183j | DOI Listing |
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