The PMR spectra of isomeric p-tolyl-thienyl carbonium ions and the corresponding carbinols were studied in order to compare the relative abilities of 2-thienyl, 3-thienyl and p-tolyl groups to stabilize a carbonium ion. The low field shifts in the ions relative to the neutral molecules are discussed in terms of positive charge delocalisation, as seen by a comparison with calculated charge densities. Additionally, vicinal coupling constants fit a correlation with bond order, but this applies only to the thienyl groups in the ionic species.
A PMR investigation of organic cations--II: mixed p-tolyl-thienyl carbonium ions / Lazzeretti, Paolo; Schenetti, Luisa; F., Taddei; P., Spagnolo; M., Tiecco. - In: ORGANIC MAGNETIC RESONANCE. - ISSN 0030-4921. - STAMPA. - 4:(1972), pp. 413-419.
A PMR investigation of organic cations--II: mixed p-tolyl-thienyl carbonium ions
LAZZERETTI, Paolo;SCHENETTI, Luisa;
1972
Abstract
The PMR spectra of isomeric p-tolyl-thienyl carbonium ions and the corresponding carbinols were studied in order to compare the relative abilities of 2-thienyl, 3-thienyl and p-tolyl groups to stabilize a carbonium ion. The low field shifts in the ions relative to the neutral molecules are discussed in terms of positive charge delocalisation, as seen by a comparison with calculated charge densities. Additionally, vicinal coupling constants fit a correlation with bond order, but this applies only to the thienyl groups in the ionic species.
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