Stability of alkyl carbocations

Thomas Hansen, Pascal Vermeeren, F. Matthias Bickelhaupt, Trevor A. Hamlin

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

The traditional and widespread rationale behind the stability trend of alkyl-substituted carbocations is incomplete. Through state-of-the-art quantum chemical analyses, we quantitatively established a generally overlooked driving force behind the stability of carbocations, namely, that the parent substrates are substantially destabilized by the introduction of substituents, often playing a dominant role in solution. This stems from the repulsion between the substituents and the C-X bond.

Original languageEnglish
Pages (from-to)12050-12053
Number of pages4
JournalChemical Communications
Volume58
Issue number86
DOIs
Publication statusPublished - 6 Oct 2022
Externally publishedYes

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Catalysis
  • Ceramics and Composites
  • General Chemistry
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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