Issue 9, 1972

Cycloheptatriene and tropylium metal complexes. Part IX. [1,5] Hydrogen migrations in cycloheptatrienes complexed to chromium

Abstract

Specific migration of the ϕ-equatorial 7-endo-hydrogen atom in tricarbonylchromium complexed cycloheptatrienes has been confirmed using the 7-exo- and -endo-phenyl derivatives and the approximate rates of migration have been determined for the 7-exo-methyl and -p-tolyl complexes. In all cases sequential [1,5] migration is shown to occur giving first the 3-, then 1-, and finally 2-substituted products. In the 7-methyl case the energy of activation for rearrangement is considerably lower in the complex than in the free ligand, but the difference is much smaller in the case of aryl substituents. These findings are discussed in relation to a possible mechanism for the rearrangement reaction of the complexes.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1972, 1141-1144

Cycloheptatriene and tropylium metal complexes. Part IX. [1,5] Hydrogen migrations in cycloheptatrienes complexed to chromium

M. I. Foreman, G. R. Knox, P. L. Pauson, K. H. Todd and W. E. Watts, J. Chem. Soc., Perkin Trans. 2, 1972, 1141 DOI: 10.1039/P29720001141

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