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Enantiomerization kinetics studied by dynamic enantioselective liquid chromatography: Solvent, temperature and stationary phase effects on the rate of N-benzyl-1,3,2-benzodithiazole 1-oxide enantiomer interconversion
Department of Chemistry, University of Gothenburg.
Department of Chemistry, University of Gothenburg.
1999 (English)In: Journal of the Chemical Society. Perkin Transactions 2 (2001), ISSN 1472-779X, E-ISSN 1364-5471, no 8, p. 1587-1589Article in journal (Refereed) Published
Abstract [en]

Enantiomerization of 1 was found to proceed ca. 10 times faster in hexane than in methanol. This has been attributed to the difference in ΔS found in the respective solvents. The presence of a chiral HPLC stationary phase (Whelk-O1) did not affect the rate of enantiomerization to any significant extent. The previously determined enantiomerization (by inversion of configuration) barrier of 2 using DHPLC (80 kJ mol–1), is thus considered correct, and not biased by the presence of the stationary phase.

Place, publisher, year, edition, pages
Royal Society of Chemistry, 1999. no 8, p. 1587-1589
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Physical Chemistry
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URN: urn:nbn:se:oru:diva-81950DOI: 10.1039/A904649FISI: 000081918800005Scopus ID: 2-s2.0-0001541302OAI: oai:DiVA.org:oru-81950DiVA, id: diva2:1431264
Available from: 2020-05-19 Created: 2020-05-19 Last updated: 2020-05-19Bibliographically approved

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Oxelbark, Joakim

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