Issue 3, 1990

Effect of a 3-phenyl substituent on the acidity of bicyclo[3.2.1]octa-2,6-diene

Abstract

3-Phenylbicyclo-octadiene (3) has undergone base-catalysed hydrogen-deuterium exchange at C-4 only slightly faster than the parent hydrocarbon, bicyclo-octadiene (4), thereby ruling out the presence of significant homoaromatic stabilization in the bicyclo-octadienyl anion (1).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1990, 237-238

Effect of a 3-phenyl substituent on the acidity of bicyclo[3.2.1]octa-2,6-diene

G. Trimitsis, J. Rimoldi, M. Trimitsis, J. Balog, F. Lin, A. Marcus, K. Somayajula, S. Jones, T. Hendrickson and S. Kincaid, J. Chem. Soc., Chem. Commun., 1990, 237 DOI: 10.1039/C39900000237

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