Header

UZH-Logo

Maintenance Infos

Correlation of stereoselectivity and ion response in electrospray mass-spectrometry. electrospray ionization-mass spectrometry as a tool to predict chemical behavior?


Chapeaurouge, Alexander; Bigler, Laurent; Schäifer, Andrea; Bienz, Stefan (1995). Correlation of stereoselectivity and ion response in electrospray mass-spectrometry. electrospray ionization-mass spectrometry as a tool to predict chemical behavior? Journal of the American Society for Mass Spectrometry, 6(3):207-211.

Abstract

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.

Abstract

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.

Statistics

Citations

13 citations in Web of Science®
14 citations in Scopus®
Google Scholar™

Altmetrics

Downloads

0 downloads since deposited on 24 Aug 2017
0 downloads since 12 months

Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:1995
Deposited On:24 Aug 2017 15:09
Last Modified:24 Aug 2017 15:09
Publisher:Elsevier
ISSN:1044-0305
Free access at:Publisher DOI. An embargo period may apply.
Publisher DOI:https://doi.org/10.1016/1044-0305(94)00161-R
PubMed ID:24214119

Download

Preview Icon on Download
Content: Published Version
Language: English
Filetype: PDF - Registered users only
Size: 476kB
View at publisher