Issue 4, 1994

Remarkable dynamic NMR spectra and properties of a sterically congested cis-1,2-diarylcyclobutane

Abstract

Dimethyl 2.2′-dichloro-6,6′-dimethoxy-β-truxinate 2 displays in solution, by 1H NMR spectroscopy, a mixture of two conformers: a meso conformer and a racemic conformer. The other possible meso conformer may be present in a small amount in solution. The NMR parameters of these conformers were extracted from their low-temperature static 1H and 13C spectra. The conformers interconvert mainly by a mechanism involving rotation of one aryl group at a time. Activation parameters of the same dynamic process were obtained by band-shape simulations from four different regions of the variable-temperature 1H spectra. In one spectral region, rate constants in excess of 106 s–1 were recorded.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1994, 853-860

Remarkable dynamic NMR spectra and properties of a sterically congested cis-1,2-diarylcyclobutane

D. A. Ben-Efraim and R. Arad-Yellin, J. Chem. Soc., Perkin Trans. 2, 1994, 853 DOI: 10.1039/P29940000853

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