Double Addition of Fluorosulfuric Acid to Norbornadiene and Quadricyclane

Authors

  • Daniel Quarroz Institut de chimie organique de l’Universite 2, rue de la Barre CH-1005 Lausanne (Switzerland)
  • Jean-Marie Sonney Institut de chimie organique de l’Universite 2, rue de la Barre CH-1005 Lausanne (Switzerland)
  • Pierre Vogel Institut de chimie organique de l’Universite 2, rue de la Barre CH-1005 Lausanne (Switzerland)

DOI:

https://doi.org/10.2533/chimia.1975.306

Abstract

The same mixture of exo-2-exo-5- (11) and endo-2-exo-5-norbornanediyl (12) bisfluorosulfates is formed when norbornadiene or quadricyclane is treated with an excess of HSO3F in SO2ClF at −100 °. This observation is rationalized by a mechanism that does not involve the 5-norbornen-2-yl ⇄ nortricyclyl cation rearrangement. Classical 5-substituted 2-norbornyl cations are possible intermediates.

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Published

1975-07-31

Issue

Vol. 29 No. 7 (1975): Forschung/Research

Section

Kurze Mitteilungen

License

Copyright (c) 1975 Daniel Quarroz

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
D. Quarroz, J.-M. Sonney, P. Vogel, Chimia 1975, 29, 306, DOI: 10.2533/chimia.1975.306.