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ChemInform Abstract: Dynamic NMR Study of Cyclopropanecarbaldehyde. Comparison of the Conjugating Abilities of the Cyclopropyl and Phenyl Groups.

✍ Scribed by D. M. PAWAR; E. A. NOE

Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Dynamic NMR Study of Cyclopropanecarbaldehyde. Comparison of the Conjugating Abilities of the Cyclopropyl and Phenyl Groups.

-The NMR spectrum of cyclopropanecarbaldehyde shows two signals for the aldehyde proton at -162 β€’ C corresponding to a cis and a trans conformation with respect to the aldehyde and the methine proton. From a dynamic NMR study the populations of these conformations and the free-energy barriers are determined. Comparison of these barriers with the barrier for benzaldehyde indicates that the Ο€-donating ability of the cyclopropyl group is lower than that of the phenyl group. -(PAWAR, D. M.;

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✍ Nikolay G. Vassilev; Valentin S. Dimitrov πŸ“‚ Article πŸ“… 1994 πŸ› John Wiley and Sons 🌐 English βš– 515 KB

## Abstract Free energies of activation, Ξ”__G__, for the rotation of the phenyl group in the range of 46.06–63.25 kJ mol^βˆ’1^ were observed in some model β‐hydroxyphosphonates. These barriers were found to depend on the type of substituents at the phosphorus atom and on the substituents at the β‐pos