Tan, Haisong published the artcileExperimental and Theoretical Study of Oxygen Insertion into Trialkylsilanes by Methyltrioxorhenium Catalyst, Quality Control of 17877-23-5, the publication is Organometallics (1999), 18(23), 4753-4757, database is CAplus.
Among the reactions of H2O2 that are catalyzed by methyltrioxorhenium, the oxidation of alkylsilanes is unique. It is not a reaction in which an O atom is added to a substrate, but one featuring a net insertion, R3Si-H + H2O2 → R3Si-OH + H2O. Kinetics studies were carried out on 10 compounds Rate constants were determined for the bimol. reaction of the silane with the peroxo compound CH3Re(O)(η2-O2)2(H2O). The variation of rate constant with the alkyl groups R follows two trends: the values of log(k) are linear functions of (a) the stretching frequency of the Si-H group and (b) the total Taft constant for these substituents. The reactions of Bu3Si-H and Bu3Si-D exhibit a kinetic isotope effect of 2.1 at 0°. A model for the transition state was formulated in which O-H and Si-O bond making accompany Si-H bond breaking. Quantum mech. calculations were carried out on the gas-phase reaction between Et3SiH and CH3Re(O)2(η2-O2). These results support this structure, calculating a structure and energy that are in agreement. The theor. activation energy is 28.5 kcal mol-1, twice the exptl. value in aqueous MeCN, 12.4 kcal mol-1. The difference can be attributed to the solvation of the polar transition state in this medium.
Organometallics published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C2H8Cl2N4S2, Quality Control of 17877-23-5.
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