ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The s-cis ⇌ s-trans equilibrium of several enamino ketones and aldehydes, has been evaluated based on the results of aromatic solvent induced shift measurements and of protonation of the title compounds. In contrast to α,β-unsaturated ketones bearing no heteroatom, the Δδ3,cis value but not the Δδ3,trans, proved to be useful in conformational assignments. Protonation, which occurs mainly on oxygen, enhances the rotational barrier, thus enabling the observation of both rotamers at room temperature. Steric hindrance to conjugation enhances the rate of protonation at the carbon C2.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270040207
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