Published in
Royal Society of Chemistry, Dalton Transactions, 5(39), p. 1361-1365
DOI: 10.1039/b917410a
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Manganese(III)-mediated cyclodimerization of a hydrazinyl derivative generating an unprecedented 1,2,3,5,6-substituted leuco-verdazyl ring
Journal article published in 2010 by
Jinkui Tang,
Sanjit Nayak 
,
José Sánchez Costa,
Arturo Robertazzi,
Roberta Pievo,
Ilpo Mutikainen,
Olivier Roubeau,
Simon J. Teat,
Patrick Gamez,
Jan Reedijk,
,
José Sánchez Costa,
Arturo Robertazzi,
Roberta Pievo,
Ilpo Mutikainen,
Olivier Roubeau,
Simon J. Teat,
Patrick Gamez,
Jan Reedijk,
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Abstract
The one-pot reaction of Mn(OAc)(3) with two equivalents of 6-(pyridine-2-ylhydrazonomethyl)phenol (Hphp) in methanol leads to a unique leuco-verdazyl-type ring. The remarkable cyclodimerization reaction is proposed to involve a number of one-electron oxidative steps mediated by Mn(3+) ions, as well as a very uncommon 1,2-radical aryl migration and a nucleophilic attack of the solvent, i.e. methanol.