Manganese(III)-mediated cyclodimerization of a hydrazinyl derivative generating an unprecedented 1,2,3,5,6-substituted leuco-verdazyl ring.
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.
Tang
Jinkui
J
State Key Laboratory of Rare Earth Resource Utilization, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, PR China.
Nayak
Sanjit
S
Costa
José Sánchez
JS
Robertazzi
Arturo
A
Pievo
Roberta
R
Mutikainen
Ilpo
I
Roubeau
Olivier
O
Teat
Simon J
SJ
Gamez
Patrick
P
Reedijk
Jan
J