By Maria B. Ezhova, Brian R. James (auth.), László I. Simándi (eds.)
The topic of dioxygen activation and homogeneous catalytic oxidation by way of steel complexes has been within the concentration of awareness over the past two decades. The common curiosity is illustrated via its ordinary presence one of the classes and topic parts of significant foreign meetings on numerous points of bioinorganic and coordination chemistry in addition to catalysis. the main renowned examples are ICCC, ICBIC, EUROBIC, ISHC, and naturally the ADHOC sequence of conferences concentrating on the topic itself. equally, the variety of unique and evaluation papers dedicated to numerous features of dioxygen activation are at the upward thrust. This development is due evidently to the relevance of catalytic oxidation to organic tactics comparable to dioxygen delivery, and the motion of oxygenase and oxidase enzymes on the topic of metabolism. The structural and useful modeling of metalloenzymes, quite of these containing iron and copper, through low-molecular complexes of iron, copper, ruthenium, cobalt, manganese, etc., have supplied a wealth of oblique info supporting to appreciate how the energetic facilities of metalloenzymes might function. the information received from the examine of metalloenzyme types can be acceptable within the layout of transition steel complexes as catalytsts for particular reactions. This procedure has turn out to be referred to as biomimetic or bioinspired catalysis and remains to be a fruitful and increasing quarter of research.
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The topic of dioxygen activation and homogeneous catalytic oxidation via steel complexes has been within the concentration of cognizance during the last twenty years. The common curiosity is illustrated via its habitual presence one of the classes and topic components of significant overseas meetings on a number of points of bioinorganic and coordination chemistry in addition to catalysis.
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Additional info for Advances in Catalytic Activation of Dioxygen by Metal Complexes
In contrast, can catalyze similar radical of cyclohexene (and styrene) with turnovers up to 300; cyclooctene gave only epoxide, but such high product selectivity is not unusual for this substrate even in radical, autoxidation processes125. Of note, these systems were photo-initiated with visible light. Closely related are the autoxidations catalyzed by or the 65 carbonyl precursor . Use of M of these complexes in neat hydrocarbon substrate at ~90°C gives extremely efficient catalyzed autoxidations; turnovers of up to are found for non-selective cyclohexene oxidation (trace cyclohexene hydroperoxide was also detected), while cyclooctene gives >80% selectivity to epoxide65.
Studies on chiral oxide suggested that the isomerization involved coordination of the epoxide, homolytic cleavage of the bond to give a benzylic radical, and then rotation about the single bond and subsequent reclosure to give coordinated epoxide105. The (air) catalyst has found an application at ambient conditions for epoxidation of steroids containing C=C bonds (Fig. 9)112-117. 1 M) bearing a C5-C6 double bond, the reactivity depending very much on the nature of the C3 substituent 112-114 . 6).
Catalytic oxidations using ruthenium porphyrins 29 porphyrin catalysts (using PhIO and LiOCl as oxidants), respectively, for regio- and enantioselective olefin epoxidation had been demonstrated earlier132, but use of chiral Ru-porphyrins for enantioselective epoxidation has been explored only recently131,133-139. Thus, (see Fig. 10) can catalyze aerobic oxidation of several olefins. Under the conditions given in eq. g. 10 for styrene oxide with 70% ee; in toluene, 21 turnovers were seen for conversion of methylstyrene to a 7:1 cis/trans ratio of oxide (73% ee), 11 turnovers for the epoxidation of p-chlorostyrene (52% ee), and 14 turnovers for oxidation of 2-vinylnaphthalene The low turnovers were attributed to deactivation of the catalyst after ~24 h through formation of diamagnetic Ru(II) complexes containing epoxide (cf.
Advances in Catalytic Activation of Dioxygen by Metal Complexes by Maria B. Ezhova, Brian R. James (auth.), László I. Simándi (eds.)