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Updated: May 30, 2026

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Published on: August 18, 2017
Stereodynamics and absolute configuration of stereolabile atropisomers in 2,2-dimethyl-1-aryl-1-indanols
Daniele Casarini1, Michele Mancinelli, Andrea Mazzanti
1Department of Chemistry, University of Basilicata, via dell'Ateneo Lucano 10, Potenza 85100, Italy.
Abstract:
We describe herein the investigation of the stereodynamic processes occurring in a series of 1-aryl-2,2-dimethylindanols, by dynamic NMR. When the aryl moiety is a mesityl or a 2-methyl-1-naphthyl, the rotational barrier exceeds the 25 kcal/mol, so that stable atropisomers are observed. In two cases, all the chiral-atropisomeric species have been separated by enantioselective HPLC, and the comparison between theoretical and experimental electronic circular dichroism spectra allowed the absolute configuration assignment of all the isolated species to be obtained.
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