Gas-phase interaction of MeSi ions with cis- and trans-cyclohexanediols, their methyl ethers, and acetates.

Autor: Kadentsev, V., Kolotyrkina, N., Stomakhin, A., Chizhov, O.
Zdroj: Russian Chemical Bulletin; 1996, Vol. 45 Issue 8, p1921-1924, 4p
Abstrakt: The effect of stereochemistry on the mechanism of gas-phase fragmentation of [MSiMe] ions was studied using cis- and trans-1,2- and -1,4-cyclohexanediols, their methyl ethers, and acetates as model compounds. The higher stability of the [MSiMe]ions is characteristic of cis-isomers of all the compounds examined, which is associated with chelation in the case of cis-cyclohexanediols and cis-methoxycyclohexanols and with the higher reactivity of trans-isomers due to anchimeric assistance of the methoxy and acetoxy groups. Dehydration is characteristic of the [MSiMe] ions formed from cyclohexanediols; both hydrogen atoms of the hydroxyl groups take part in the process, thus providing direct evidence of the chelation. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
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