Residual Enantiomerism and Chromatographic Resolution of a 1,1,2‐Triarylalkene

Silvio E. Biali*, Zvi Rappoport, Albrecht Mannschreck, Nikola Pustet

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

A three‐ring flip A⇄B is the isomerization mechanism of lowest activation enthalpy for triarylalkene propeller molecules. NMR studies on 1, for which this mechanism leads to a diastereomerization rather than an enantiomerization, gave a value of 79.5 kJ mol −1 for this process. After chromatographic separation of the enantiomers of 1, it was also possible to determine the activation enthalpy of its enantiomerization, which presumably occurs by a [β,β′] two‐ring flip: 92.7 kJ mol−1. (Figure Presented.)

Original languageAmerican English
Pages (from-to)199-201
Number of pages3
JournalAngewandte Chemie - International Edition
Volume28
Issue number2
DOIs
StatePublished - Feb 1989

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