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The influence of heteroatom substituents on the stability of tropylium ions

✍ Scribed by Baldur Föhlisch; Rüdiger Braun

Book ID
104242747
Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
228 KB
Volume
19
Category
Article
ISSN
0040-4039

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✦ Synopsis

A recent MINDO/3 calculation of some substituted tropylium ions (IJ suggests that substituents R = NH2, OH, OCH3, F, Cl, CH3, CN "seem to provide no conjugative stabilization" of the ion2). The influence of substituents on the positively charged tropylium system is believed to be approximately the same as 2) on uncharged benzene . According to these calculations, hydroxytropylium ion has the lowest heat of formation, followed by methoxy-and fluorotropylium

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✍ James F. King; Manqing Li; Allan Z. Cheng; Vinod Dave 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 210 KB

We have found that the specific rate of ␣-sulfonyl carbanion formation in a ␤-substituted sulfone shows a sizable dependence on the H C ␣ C ␤ X torsion angle. Defining k N = (k exch ) X /(k exch ) model (where the model has X = H or an alkyl group) we observed for a collection of ␤-alkoxy sulfones (