Advances in Catalytic Activation of Dioxygen by Metal by Maria B. Ezhova, Brian R. James (auth.), László I. Simándi

By Maria B. Ezhova, Brian R. James (auth.), László I. Simándi (eds.)

The topic of dioxygen activation and homogeneous catalytic oxidation by means of steel complexes has been within the concentration of realization during the last two decades. The frequent curiosity is illustrated via its routine presence one of the classes and topic parts of vital foreign meetings on a number of facets 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 assessment papers dedicated to a variety of facets of dioxygen activation are at the upward thrust. This pattern is due evidently to the relevance of catalytic oxidation to organic strategies reminiscent of dioxygen delivery, and the motion of oxygenase and oxidase enzymes relating to metabolism. The structural and useful modeling of metalloenzymes, relatively of these containing iron and copper, through low-molecular complexes of iron, copper, ruthenium, cobalt, manganese, etc., have supplied a wealth of oblique info aiding to appreciate how the energetic facilities of metalloenzymes may possibly function. the data received from the learn of metalloenzyme types can also be acceptable within the layout of transition steel complexes as catalytsts for particular reactions. This procedure has become often called biomimetic or bioinspired catalysis and remains to be a fruitful and increasing zone of research.

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121), the Ru(porp) species are considered to be very effective catalysts for the decomposition of hydroperoxides (eqs. 6, 7) 65,124,128-130 . The radical nature was more obvious in a corresponding 1. 03 mM Ru, when the usual mixture of enol, enone, epoxide, and other products were observed, with again a turnover in the region of ~105 being realized65. 0 mM Ru concentration with cyclohexene in benzene at 50°C and 1 atm a selective O-atom transfer oxygenation to epoxide is evident, but at only ~ 1 turnover per day!

Separate experiments had shown that the dioxo species undergoes oxygen exchange slowly with (see Fig. 7), and that epoxides do not undergo exchange; thus the pathway would be expected to generate a 1:1 mixture of the and epoxides, while the disproportionation pathway would yield in principle 100% The conclusion was that the observed 10:1 ratio thus favored the disproportionation pathway40, which is reasonable, with the presumption that undergoes rapid exchange, and that the does not. Although these data suggest that the fastest step in the epoxidations (Fig.

10) has been reported by Che’s group163. , led to the corresponding alcohols (27-48% yield) and ketones (24-34% yield), with ee values of 9-58% (S) for the alcohols. 2 at 25°C. A dual-parameter Hammett correlation with data for 4-substituted ethylbenzenes was considered consistent with a ratelimiting step involving C-H bond cleavage (Fig. 21). Preferential formation of the S-isomer was explained by preferential collapse of the benzylic radical 44 Maria B. Ezhova and Brian R. James on the pro-S face versus pro-R face during an O-atom rebound step, resulting from the fit of the substrate in the chiral cavity (see Fig.

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