108475-88-3Relevant articles and documents
RuCl3/CeCl3/NaIO4: A new bimetallic oxidation system for the mild and efficient dihydroxylation of unreactive olefins
Plietker, Bernd,Niggemann, Meike
, p. 2402 - 2405 (2005)
(Chemical Equation Presented) The catalytic dihydroxylation of olefins represents a unique synthetic tool for the generation of two C,O-bonds with defined relative configuration. Whereas OsO4 has been established as a very general dihydroxylati
The acid accelerated ruthenium-catalysed dihydroxylation. Scope and limitations
Plietker, Bernd,Niggemann, Meike,Pollrich, Anja
, p. 1116 - 1124 (2007/10/03)
Recently, we discovered a significant rate acceleration in RuO 4-catalysed dihydroxylations of olefins by addition of Broensted-acids resulting in a reduction of the catalyst loading to only 0.5 mol%. The present paper gives a full account on the optimisation protocol that led to the discovery of the beneficial influence of protic acids. A strong focus is set on the detailed description of the influence of different reaction parameters on both reactivity and selectivity. In the second part an intense investigation of scope and limitations will be presented. The results provided in this manuscript might lead to a deeper understanding of competing processes that influence the selectivity in RuO4-catalysed dihydroxylations.
Interactive free energy relationships in the Os(VIII) catalysed oxidation of chalcones by acid bromate: A kinetic study
Veeraiah,Sondu
, p. 1073 - 1078 (2007/10/03)
The kinetics and mechanism of Os(VIII) catalysed oxidation of chalcones by acid bromate with special reference to interactive free energy relationships have been studied. The reaction is zero order in [BrO3-], fractional order in [chalcone] and first order in [Os(VIII)]. The reaction is enhanced by electron releasing substituents both in benzaldehyde and acetophenone moieties. The magnitude of p value obtained for various substituents in benzaidehyde moiety decreased with the introduction of electron releasing groups in acetophenone moiety and vice versa. A linear plot is obtained between ρX(Y) (obtained from the Hammett's plot for various substituents in benzaldehyde moiety) and σY (substituent constant for substituents in acetophenone moiety) with a slope (qY) of 1.02±0.01. Similarly a linear plot is obtained between ρY(X) (obtained from the Hammett's plot for various substituents in acetophenone moiety) and σX (substituent constant for substituents in benzaldehyde moiety) with a slope (qX) of 0.92±0.01. These relationships have been analysed quantitatively in terms of interactive free energy relationships for multiple substituent effects.