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The room-temperature stabilization of bicyclo[2.2.2]oct-1-ene and bicyclo[3.2.1]oct-1-ene
Retardation through incarceration: The highly strained anti-Bredt bridgehead olefin bicyclo[2.2.2]oct-1-ene (1) is remarkably stable at 60 °C, if generated photochemically inside the hemicarcerand 2. The surrounding host not only prevents the dimerization of 1, but also retards strongly its intramolecular retro-Diels–Alder reaction by several orders of magnitude.
History
School
- Science
Department
- Chemistry
Published in
Angewandte Chemie International EditionVolume
42Issue
26Pages
3039 - 3042Citation
ROACH, P. and WARMUTH, R., 2003. The room-temperature stabilization of bicyclo[2.2.2]oct-1-ene and bicyclo[3.2.1]oct-1-ene. Angewandte Chemie (international edition), 42 (26), pp.3039-3042.Publisher
© Wiley-VCHVersion
- VoR (Version of Record)
Publisher statement
This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/Publication date
2003ISSN
1433-7851eISSN
1521-3773Publisher version
Language
- en