The enantiomers of spiro(cyclohexadiene-indolines) and their thermal racemization

Zimmermann, Thomas and Pustet, Nikola and Mannschreck, Albrecht (1999) The enantiomers of spiro(cyclohexadiene-indolines) and their thermal racemization. MONATSHEFTE FUR CHEMIE, 130 (2). pp. 355-361. ISSN 0026-9247,

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Abstract

The separation of the enantiomers of substituted spiro(cyclohexadiene-indolines) was performed by enantioselective liquid chromatography with the sorbent/solvent systems triacetylcellulose/methanol, triacetylcellulose/ethanol/water, and (+)-poly(trityl methacrylate)/SiO2/n-hexane/isopropanol. The interconversion barriers of the enantiomers were determined for a series of derivatives by thermal racemization. A mechanism for the thermal ring opening/ring closure is discussed in terms of the Woodward-Hoffmann rules.

Item Type: Article
Uncontrolled Keywords: BARRIERS; SEPARATION; spiro(cyclohexadiene-indolines); enantiomers; enantioselective liquid chromatography; thermal racemization
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Prof.Dr. Mannschreck
Depositing User: Dr. Gernot Deinzer
Date Deposited: 22 Nov 2022 13:33
Last Modified: 22 Nov 2022 13:33
URI: https://pred.uni-regensburg.de/id/eprint/48561

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