A comparison of sensitivities to substituent effects of five-membered heteroaromatic rings in gas phase ionization
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 1585-1587
- https://doi.org/10.1039/j29710001585
Abstract
The molecular ionization potentials of a number of substituted furans, thiophens, selenophens, and pyrroles have been determined by the electron-impact technique. The ρ value for this reaction is more negative than that for the most selective electrophilic substitutions. The sensitivity to substituent effects appears to vary in the reverse order to that of the ‘ground-state aromaticity’ of the rings (furan > pyrrole > thiophen > benzene).Keywords
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