Aerobic oxidative CC bond cleavage of aromatic alkenes by a high valency iron-containing perovskite catalyst

Abstract

High valency iron-containing perovskite catalyst BaFeO3–δ could efficiently promote the additive-free oxidative C=C bond cleavage of various aromatic alkenes to the corresponding aldehydes or ketones using O2 as the sole...

Stability Enhancement of Iron‐based Perovskite Catalysts by A‐site Substitution for Oxidative Transposition of α‐Bromostyrene to Phenacyl Bromide

“…This A-site effect was different from those observed for the aerobic oxidation of alkanes and C=C bond cleavage reactions which are promoted only by perovskite oxides containing high valent iron species such as BaFeO 3-δ and SrFeO 3 . [13] Fe 2 O 3 without Asite metal cations was much less effective for the present oxidation than the iron-containing perovskite oxides. Other Fe 3 + /Fe 2 + -containing simple oxides such as Fe 3 O 4 and FeO were also inactive (entries 8-10).…”

“…Recently, we have reported various perovskite nanoparticle catalysts for liquid-phase selective oxidation of various organic compounds with O 2 as the sole oxidant. [11][12][13] Among them, we found that the Fe-containing hexagonal perovskite oxide, BaFeO 3-δ , acts as an effective heterogeneous catalyst in aerobic oxidation of alkanes and oxidative C=C bond cleavage reactions of alkenes. [12,13] Herein, we applied the Fe-containing perovskite oxide-catalyzed system to the synthesis of phenacyl bromide from α-bromostyrene.…”

“…[11][12][13] Among them, we found that the Fe-containing hexagonal perovskite oxide, BaFeO 3-δ , acts as an effective heterogeneous catalyst in aerobic oxidation of alkanes and oxidative C=C bond cleavage reactions of alkenes. [12,13] Herein, we applied the Fe-containing perovskite oxide-catalyzed system to the synthesis of phenacyl bromide from α-bromostyrene. The stability of Fe-containing perovskite oxides was significantly improved by changing the A-site metal cation, and LaFeO 3 could act as an efficient and stable heterogeneous catalyst for this oxidative transformation.…”

Spongy titanosilicate promotes the catalytic performance and reusability of WO3 in oxidative cleavage of methyl oleate

“…Some researchers turned to use hydrogen peroxide (H 2 O 2 ) as an oxidant for this reaction [10][11][12] as H 2 O 2 is environmentally benign and produces water as the only by-product. Some transition metal containing catalysts, [13][14][15][16] such as H 2 WO 4 @Al-MCM-41, 12 BaFeO 3Àd , 17,18 Ru(OH) x /g-Al 2 O 3 19 and VO@TiO 2 20 have been proved efficient in catalyzing this reaction with H 2 O 2 as oxidant. Among them, tungsten containing catalysts such as tungsten oxide (WO 3 ), WO 3 nanoparticles, 24 tungstic acid, 25 tungstates and supported WO 3 [26][27][28][29][30] have shown the best catalytic performance.…”

1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O2 Under Clean Conditions

“…Several methods have been developed in the oxygenation of CC bonds with O 2 or air as the sole oxidant. − However, most of these developed oxidation systems could only chemoselectively transform into the corresponding alcohols, , aldehydes, or ketones, − possibly due to the triplet-ground-state of O 2 , which generates a high kinetic barrier to oxidation and results in inefficient utilization of oxygen. , To overcome these drawbacks, several approaches have been reported, such as photocatalyst-promoted, transition-metal catalyzed, and additive-promoted oxidation of alkenes to carboxylic acids using O 2 as the oxygen source. For example, Hirashima et al developed a method for the CBr 4 -catalyzed oxidative cleavage of alkenes to produce carboxylic acids with O 2 under aerobic photoirradiation conditions (Scheme a) .…”