A MNDO study of planar thioacyl-substituted carbocations
Canadian Journal of Chemistry1992Vol. 70(1), pp. 111–115
Abstract
Relative gas phase stabilities of pairs of planar regioisomeric thioacyl-substituted carbocations have been calculated using the MNDO method. These systems are stabilized by good π donors. The role of S π-electron population as a gauge of substituent effects is examined. Similar results were obtained using isodesmic reactions to gauge substituent effects. Results of this and earlier studies are consistent with the resonance saturation effect. Keywords: semiempirical calculations, carbonium ions.
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