Enhanced iron(III) corrole-catalyzed oxidations with iodobenzene diacetate: Synthetic and mechanistic investigations

Highly efficient and chemoselective oxidation of sulfides catalyzed by iron(III) corroles with iodobenzene diacetate

“…The most likely explanation is that these oxygen sources with greater oxidizing abilities might accelerate the degradation of the iron(III) corrole catalysts as well as facilitate the over oxidation of sulfide to sulfone. Similar results were also observed in our previous work of selective epoxidation catalyzed by iron corrole complexes and PhI(OAc) 2 [38]. Apparently, the choice of oxygen sources is crucial regarding catalyst stability and reactivity in metallocorrole-mediated oxidations.…”

“…Previous studies discovered that a small of amount of water with PhI(OAc) 2 as oxygen source gave an accelerating effect in the iron(III) porphyrin/corrole-catalyzed epoxidations. [36,38] Therefore, to evaluate the water effect, the sulfoxidation reactions by iron(III) triphenylcorrole (1a)…”

“…Very recently, we discovered an efficient oxidation of alkenes with PhI(OAc) 2 catalyzed by an electron-deficient iron(III) corrole. [38] In this work, we further explore the usefulness of PhI(OAc) 2 for the efficient and chemoselective oxidation of sulfides using iron corrole catalysts. In most cases, substituted thioanisoles, various vinyl sulfides and hydroxyl sulfides have been successfully oxidized to the corresponding sulfoxides with quantitative conversions and excellent chemoselectivities for sulfoxides.…”

Recent advances on controllable and selective catalytic oxidation of cyclohexene

“…( 3)). The reaction was impressively fast and it finished within 10 min under mild conditions [24]. Besides Fe [24,25], the oxidation reaction of cyclohexene by hypervalent iodine reagents was catalyzed by complexes of other transition metals, such as Cu and Mn, and was reported as an example for substrate extension of the alkene oxidation reactions [26,27].…”

New highly brominated Mn-porphyrin: a good catalyst for activation of inert C–H bonds

“…A theoretical study by Balcells et al showed that water may act as an axial ligand. 69 On the other hand, In et al, 67 Kwong et al 70 and Chen et al 71 reported that water hydrolyzes PhI(OAc) 2 to generate PhIO in situ. 67 Da Silva et al 15,16 veried that water enhances catalyst efficiency during cyclohexane oxidation by PhIO and PhI(OAc) 2 .…”