Gas-phase interaction of Me3Si+ ions withcis- andtrans-cyclohexanediols, their methyl ethers, and acetates

Autor:	A. A. Stomakhin, Natalya G. Kolotyrkina, O. S. Chizhov, V. L. Kadentsev
Rok vydání:	1996
Předmět:	Chemical ionization Hydrogen chemistry.chemical_element General Chemistry Mass spectrometry Photochemistry Medicinal chemistry Gas phase Ion chemistry.chemical_compound chemistry Fragmentation (mass spectrometry) Chelation Tetramethylsilane
Zdroj:	Russian Chemical Bulletin. 45:1921-1924
ISSN:	1573-9171 1066-5285
Popis:	The effect of stereochemistry on the mechanism of gas-phase fragmentation of [M+SiMe3]+ ions was studied usingcis- andtrans-1,2- and -1,4-cyclohexanediols, their methyl ethers, and acetates as model compounds. The higher stability of the [M+SiMe3]+ions is characteristic of cis-isomers of all the compounds examined, which is associated with chelation in the case ofcis-cyclohexanediols andcis-methoxycyclohexanols and with the higher reactivity oftrans-isomers due to anchimeric assistance of the methoxy and acetoxy groups. Dehydration is characteristic of the [M+SiMe3]+ ions formed from cyclohexanediols; both hydrogen atoms of the hydroxyl groups take part in the process, thus providing direct evidence of the chelation.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5ee67fc1dbd5a9632fc1e466e753cf00 https://doi.org/10.1007/bf01457777 Zobrazit plný text záznamu Full text from SpringerLink