Abstract

The acetolyses of hexaaryldileads (XC 6H 4) 6Pb 2 in which X is H, p-CH 3O, m- and p-CH 3, m- and p-Cl and 2,5-(CH 3) 2, have been examined kinetically at 40° in 1 3 acetic acid/dioxane solution. Hexaphenyldilead has been examined also at several temperatures, in two other acetic acid/dioxane solutions and in the presence of various added salts and tetraphenyllead. The results are not consistent with a prior dissociation to tetraaryllead and diaryllead, but correspond to electrophilic CPb cleavage to yield a partially acetoxylated derivative which decomposes to the observed products triaryllead acetate, diaryllead diacetate, lead(II) acetate and aromatic hydrocarbon. Partially acetoxylated derivatives, Ar 3Pb 2(OCOCH 3) 3 where Ar is phenyl and p-tolyl, have been prepared in acetic anhydride/acetic acid solution and on the basis of mass spectra are suggested to possess the unsymmetrical (CH 3COO)Ar 2PbPbAr(OCOCH 3) 2 structures. Employing 14C labelled materials it has been found that no detectable exchange takes place between hexaphenyldilead and tetraphenyllead in benzene or tetrahydrofuran solution at 40°, nor between hexaphenyldilead and triphenyllead chloride in benzene solution at 40°.

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