Issue 24, 2010

Bimolecular hydrogen transfer in phenalene by a stepwise ene-like reaction mechanism

Abstract

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 π-bonding of phenalenyl reduces the barriers of pericyclic reactions significantly. π-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.

Graphical abstract: Bimolecular hydrogen transfer in phenalene by a stepwise ene-like reaction mechanism

Supplementary files

Article information

Article type
Communication
Submitted
02 Mar 2010
Accepted
07 Apr 2010
First published
10 May 2010

Chem. Commun., 2010,46, 4282-4284

Bimolecular hydrogen transfer in phenalene by a stepwise ene-like reaction mechanism

Y. Tian and M. Kertesz, Chem. Commun., 2010, 46, 4282 DOI: 10.1039/C0CC00183J

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