Vinyl anions theoretical studies

The theoretical study of the structure of propene was then used as a model to calculate the effect of the structure on the proton affinity, and later to predict the acidity of similar systems such as cycloalkenes46. Deformation of the CCC angle as a function of the stability of the anion was probed, and the results were in agreement with the acidities of the hydrogens of propene. The allylic protons were found to be more acidic than the vinylic ones, which is in contrast to the results of Grundler47. 

In a very detailed study, using a combined theoretical/experimental approach. Squires et examined the gas phase properties of isomeric C3H5 anions. They were able to generate stable alkyl, 2-propenyl, 1-propenyl and cyclopropyl anions, as well as parent vinyl anions, in the gas phase by collision induced dissociation of the corresponding carboxylate anions, using the reaction sequence in Scheme 36 which was monitored by Fourier transform mass spectrometry. 

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