Journal of Organometallic Chemistry p. 7 - 12 (1980)
Update date:2022-08-11
Topics:
Pietropaolo, Domenco
Fiorenza, Mariella
Ricci, Alfredo
Taddei, Maurizio
Kinetic studies have been made of the hydrolysis of XC6H4COSiR3 compounds (R=Me, Et, Ph) in a mixture of THF (3 vol.) and aqueous sodium hydroxide (1 vol.).The rates of cleavage of p-NO2C6H4CH2SiMe3, C6H5COSiMe2C6H5 and C6H5COSiMe2C6H4Cl-p compounds under the same conditions have also been measured.Electron-attracting substituents on either side of the bond being broken lead to an increase in the rate.For the XC6H4COSiR3 compounds, the effects of the substituents X correlate excellently with their Hammett ? constants (ρ=3.5 and 2.5 for R=Me and Ph, respectively).The data are consistent with a mechanism in which the attack of the hydroxide ion occurs at the carbonyl C atom.
View MoreDoi:10.1016/S0957-4166(01)00424-4
(2001)Doi:10.1371/journal.pone.0114638
(2014)Doi:10.1016/S0025-5408(03)00151-X
(2003)Doi:10.1039/c39900001038
(1990)Doi:10.1246/bcsj.64.3023
(1991)Doi:10.1063/1.1733476
(1963)