Open AccessCorrelation of stereoselectivity and ion response in electrospray mass-spectrometry. electrospray ionization-mass spectrometry as a tool to predict chemical behavior?
Author(s) -
Alex Chapeaurouge,
Laurent Bigler,
Andrea Schäifer,
Stefan Bienz
Publication year - 1995
Publication title -
journal of the american society for mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.961
H-Index - 127
eISSN - 1879-1123
pISSN - 1044-0305
DOI - 10.1016/1044-0305(94)00161-r
Subject(s) - chemistry , mass spectrometry , electrospray ionization , electrospray , chromatography , electrospray mass spectrometry , sample preparation in mass spectrometry , analytical chemistry (journal) , protein mass spectrometry , ion mobility spectrometry–mass spectrometry , extractive electrospray ionization
Several alkali cation complexes of chiral alkoxymethyl-substituted acylsilanes, prepared in situ by the admixture of alkali iodides to acylsilane sample solutions, were investigated by electrospray ionization-mass spectrometry. Competition experiments suggest that the relative complex stabilities of such species in acetonitrile solution follow the order [Formula: see text], which is different from the order of the relative stabilities of the complexes in the gas phase ([Formula: see text]) as qualitatively determined by a tandem mass spectrometry-type experiment. Additionally, a rough correlation of relative ion responses in the mass spectrometry with relative stereoselectivities-derived from chelate-controlled reactions performed with the respective silanes-was found. The latter observation suggests that the electrospray ionization-mass spectrometry technique is a potentially useful method to predict chemical behavior, and it demands little experimental effort.