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Western Kentucky University
Studies on Resolution of Enantiomeric Dialkylaryl Sulfonium Ions with NMR Shift Reagents
Abstract
dc:description.abstract<p>Praseodymium(III) NMR shift reagent, which is an upfield shift reagent, is focused on for assessment of enantiomeric excess and resolution of methyl sulfonium ions. A series of alkylmethylphenylsulfonium ions were analyzed, where alkyl is ethyl (I), butyl(H), octyl (III), and benzyl(IY). The praseodymium agent gives base-lined resolution of the ortho hydrogens resonance for I and IH. All spectra are strongly temperature-dependent. I is shifted more than ED, consistent with a steric effect. Assignments for I were made by gradually increasing the concentration of the shift reagent and by analyzing R-enriched I. Racemization of R-enriched isomer of I by pyramidal inversion was observed at 50 °C.</p>
Degree
thesis:*- Name thesis:degree_name
- Master of Science
- Discipline thesis:degree_discipline
- Department of Chemistry
- Year
- 1997
Author and committee
dc:creator, dc:contributor.*- Author dc:creator
-
- Son, Ea-Ji-Ru
Subjects
dc:subject × 1Identifiers
dc:identifier.*- Repository record dc:identifier
- https://digitalcommons.wku.edu/theses/358
- OAI identifier oai:identifier
- oai:digitalcommons.wku.edu:theses-1361