R e~u le 15 mars 1971 L'Ctude de la stBrBochimie des diols form& dans I'oxydation du tert-butyl-3 cyclohexene par le sulfate thallique a permis de mettre en Bvidence la participation du groupe hydroxyle en a lors de la rupture de la liaison C-TI de I'intermBdiaire organothalleux. En effet, seuls les diols trans ont Bt B obtenus ce qui exclut la substitution SN2 par I'eau. I1 est suggQB que l'oxydation thallique en milieu aqueux peut constituer une synthese en une seule Btape de diols trans dans le cas des systkmes rigides oh l'organothalleux intermdiaire a une configuration diaxiale. La formation d'un seul diol diaxial lors de l'oxydation du tert-butyl-4 cyclohexene tend ti confirmer cette hypothbe.The stereochemistry of the diols obtained by oxidation of 3-t-butylcyclohexene by thallic sulfate indicates that the a hydroxyl group participates in the breaking of the C-T1 bond of the intermediate organothallous compound. The fact that only the trans diols are obtained indicates that an SN2 substitution of the thallium can be excluded. We suggest that the thallic oxidation in aqueous media of olefin of rigid conformation is an excellent one-step method of preparing trans diols. The formation of the trans diaxial diol upon oxidation of 4-t-butylcyclohexene tends to confirm that hypothesis.
R e~u le 24 mars 1969The kinetics of thallic ion oxidation of 1,2-cyclohexanedione in aqueous perchloric acid solutions lead to the rate expressionThe importance of traces of chloride ions has been shown. Rate constants and activation parameters has been determined and are discussed.L'etude cinttique de I'oxydation de la cyclohexanedione-1,2 par le TI(II1) en solution aqueuse d'acide perchlorique a conduit a 1'Cquation de vitesseL'importance de traces d'ions chlorure a etC rnise en evidence. Les constantes de vitesse et les parametres d'activation sont determines et interpretes.
R e~u le 2 avril 1971 L'oxydation klectrochimique de substrats organique contenant des liaisons doubles a Btk rkaliste. L'ion thallique joue un rale d'intermkdiaire ou de catalyseur dans l'oxydation:En effectuant I'oxydation A potentiel contr618 et dans un systeme i compartiments anodique et cathodique skparBs on a obtenu des rendements faradayiques intkressants, ce qui permet I'application de la mkthode en synthese dans les cas oh I'oxydation thallique est sklective.Electrochemical oxidation of organic substrates containing double bonds has been accomplished. Thallic ion is a catalyst in the oxidation:Relatively high current efficiencies are obtained while performing the oxidation at controlled potential, and by separating the anodic and cathodic compartments; this fact allows the use of this method in synthesis in cases where the thallic oxidation is selective.
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