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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Nuclear magnetic resonance spectra of Di-t-butylaryl carbinols

RE Gall, D Landman, GP Newsoroff and S Sternhell

Australian Journal of Chemistry 25(1) 109 - 128
Published: 1972

Abstract

The preparation and N.M.R. spectra of five title compounds, none of which were substituted at the aryl 2 or 6 positions, is described. Appreciable (ΔG* c ± 1 kcal/mol) barriers to rotation about the sp2-sp3 carbon-carbon bonds exist in this series and the hydroxyl oxygen atom is in the plane of the aryl ring in the energetically favoured conformers. Two unequally populated low energy conformers were identified in the title compounds carrying different substituents at the 3 and 5 positions of the phenyl ring. Some general aspects of the determination of activation parameters from variable-temperature N.M.R. spectra are discussed.

https://doi.org/10.1071/CH9720109

© CSIRO 1972

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