Nuclear magnetic resonance studies on benzaldehydes. Part II. Carbon-13 nuclear magnetic resonance studies of the barrier to internal rotation and the conformational equilibrium in o- and m-substituted benzaldehydes
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 15,p. 1682-1684
- https://doi.org/10.1039/p29750001682
Abstract
The O-cis : O-trans population ratio of several unsymmetrically substituted benzaldehydes has been measured by means of 13C Fourier transform n.m.r. spectroscopy at –150°, where the O-cis–O-trans exchange is frozen out. The barrier to internal rotation about the phenyl–formly bond was estimated by application of dynamic n.m.r. methods to the 13C spectra at ca.–120°. ΔG‡ Values are ca. 30 kJ mol–1.Keywords
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