The isoelectronic series lead tetraacetate -hydrogen fluoride, lead tetraacetate, thallium(II1) acetate, and mercuric acetate were used to oxidize the bicyclic olefin dibenzobicyclo[2.2.2]-octatriene. The stereochemistry of the products formed from these reactions substantiates the proposal that the first formed intermediate in these oxidations is the cis-molecular addition product of the metal and its ligand to the bicyclic olefin. Subsequent stereospecific rearrangement of the adducts in the case of the lead and thallium reagents verified the absence of the involvement of homolytic processes in the formation or decomposition of the adducts. DENNIS D. TANNER, PETER B. VAN BOSTELEN et MATHEW LAI. Can. J. Chenl. 54, 2004 (1976.On a utilisC les series isoClectroniques tetraacktate de plomb -f uorure d'hydrogene. tetraacetate de plomb. acetate de thalliurn(lI1) et acetate mercurique pour oxyder l'olefine bicyclique dibenzobicyclo[2.2.2.]octatri6ne. La sterkochimie des produits formis 2 partir de ces reactions supporte la proposition que la premier intermediaire form6 dam ces oxydations est le produit d'addition molCculaire cis du metal et de son ligand a I'olCfine bicyclique. Un rearrangement sterCospCcifique ulttrieur des adduits dans le cas des rCactifs du plomb et du thallium a permis de verifier l'absence d'une implication des processus homolytiques dans la formation ou la dCcomposition des adduits.[Traduit par le journal]
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