206255-83-6Relevant academic research and scientific papers
New manganese β-polynitroporphyrins as particularly efficient catalysts for biomimetic hydroxylation of aromatic compounds with H2O2
Bartoli, Jean-Francois,Mouries-Mansuy, Virginie,Le Barch-Ozette, Karine,Palacio, Magali,Battioni, Pierrette,Mansuy, Daniel
, p. 827 - 828 (2000)
A series of Mn porphyrins bearing one to eight β-nitro substituents were synthesized in high yield in three steps by using a new general method for selective nitration of a Zn(meso-tetraarylporphyrin); this Mn porphyrin series exhibits a remarkably wide span of Mn(III)/Mn(II) redox potentials from -290 to + 1150 mV (vs. SCE), and the Mn porphyrins bearing one to five β-nitro groups are particularly good catalysts for hydroxylation of aromatic compounds with H2O2, with yields up to 98, 83, 80 and 12%, respectively for anisole, naphthalene, acetanilide and ethylbenzene.
A new manganese-β-heptanitro-porphyrin with extreme redox potentials: Spectral, electrochemical and catalytic properties
Ozette, Karine,Battioni, Pierrette,Leduc, Philippe,Bartoli, Jean-Francois,Mansuy, Daniel
, p. 4 - 6 (2008/10/08)
Manganese tetra-(2.6-dichlorophenyl)-β-heptanitroporphyrin was prepared by selective heptanitration of Zn(TDCPP = tetra-(2.6-dichlorophenyl)porphyrin), demetallation of the resulting porphyrin and treatment with Mn(OAc)2. It exists as a high-spin Mn(II) complex and it is electrochemically oxidized to the corresponding Mn(III) complex which exhibits the highest redox potential reported so far for an Mn(III) porphyrin (+940 mV versus SCE). Moreover it acts as a three-electron reservoir after three successive, reversible reductions at potentials unusually high for such reactions (+43, -220 and -745 mV versus SCE). It is also a good catalyst for alkene epoxidation and alkane hydroxylation by PhIO which constitutes a non-classical behavior for an Mn(II) porphyrin.
