Original scientific paper

Non-degenerate Exchange of 1,2-Dialkyl Groups in Naphthalenium Cations

David P. Kelly ; Department of Chemistry, The University of Melbourne, Parkville, Victoria 3052, Australia
Alicia M. Dachs ; Department of Chemistry, The University of Melbourne, Parkville, Victoria 3052, Australia
Voon Y. Stokie ; Department of Chemistry, The University of Melbourne, Parkville, Victoria 3052, Australia

Abstract

Protonation of l-isopropyl-D5 /SO2CIF leads initially to the ipso (C-l) protonated naphthalenium ion, which slowly rearranges irreversibly at -80 °C to the C4-protonated 2-isopropyl- D5(Me)-l-methylnaphthalenium cation, the two alkyl groups having thus exchanged positions. A similar exchange does not occur in the case of 1-ethyl- 2-methyl-naphthalenium cation. A possible mechanism for this unique rearrangement is discussed.

Keywords

Hrčak ID:

137128

URI

https://hrcak.srce.hr/137128

Publication date:

15.10.1992.

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