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- W2077884619 abstract "A kinetic study of the insertion of sulfur dioxide into the aryl carbon—tin bond of a species of 3- and 4-substituted phenyltrimethyl stannanes in anhydrous methanol has been conducted. The reaction is cleanly second order in this solvent (first order in each of stannane and sulfur dioxide) and the second order rate constants show an excellent correlation with σ+, indicating an electrophilic insertion reaction. The low p value and a positive salt effect on the rate of insertion suggest a four centeredSEi transition state with some polar character. Sulfur dioxide is located in the electrophile reactivity series, CH3,COOH < SO2 < HCl < < I2 < < BR2 for this particular system. Whilst the insertion reaction in methanol is a second order process, the kinetic situation in benzene is more complex, with k2(obs) increasing with [SO2], and may be attributable to changes in the dielectric properties of the medium. The stereochemistry of insertion into a vinyltin bond is shown to involve essentially complete retention of configuration at carbon, as demanded by an SEi process." @default.
- W2077884619 created "2016-06-24" @default.
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- W2077884619 date "1973-10-01" @default.
- W2077884619 modified "2023-09-24" @default.
- W2077884619 title "Sulfur dioxide insertion into aryl carbon—tin bonds: kinetics and mechanism" @default.
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- W2077884619 doi "https://doi.org/10.1016/s0022-328x(00)95037-x" @default.
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