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Updated: Jul 4, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Conformation and absolute configuration of 2-naphthylalkylsulfoxides by combined use of dynamic NMR, ECD
Daniele Casarini1, Lodovico Lunazzi, Michele Mancinelli
1Department of Chemistry, University of Basilicata, Potenza 85100, Italy.
Abstract:
The E/Z conformer ratios of five 2-naphtylalkylsulfoxides were determined by means of dynamic NMR spectroscopy at very low temperatures and this information was used to predict, by means of DFT calculations, the ECD spectra of the R and S enantiomers. The latter were separated by enantioselective HPLC technique and the comparison of theoretical and experimental ECD spectra allowed the absolute configurations to be determined. In the case of 2-naphtyl tert-butylsulfoxide (1), the assignment was independently confirmed by anomalous dispersion using single crystal X-ray crystallography.
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