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Reactions of silyl cations with ketones in the gas phase
Author(s) -
Leblanc D.,
Audier H. E.,
Denhez J. P.
Publication year - 1999
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/(sici)1096-9888(199909)34:9<969::aid-jms859>3.0.co;2-3
Subject(s) - chemistry , electrophile , ion , silylation , mass spectrometry , fourier transform ion cyclotron resonance , acetone , silicon , electron ionization , gas phase , analytical chemistry (journal) , medicinal chemistry , ionization , organic chemistry , catalysis , chromatography
In the gas phase, (CH 3 ) 3 SiOSi + (CH 3 ) 2 and (CH 3 )CH 2 SiOSi + (CH 3 ) 2 ions 1 and 2 were formed in the external source of a Fourier transform ion cyclofrom resonance (FT‐ICR) spectrometer by electron impact ionization of (CH 3 ) 3 SiOSi(CH 3 ) 3 . In the FT‐ICR cell, the electrophilic center of these ions reacts with acetone to give product ions whose structures are probed by comparison with those of the products formed by reaction with water. The mechanisms of formation of these products, studied by labeling, involve facile 1,3‐methyl transfer from silicon to silicon and cyclic intermediates. Copyright © 1999 John Wiley & Sons, Ltd.