Reaction of 2‑Methylanisole with TpMe2Ir(C6H5)2(N2): A Comprehensive Set of Activations
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The thermal activation of 2-methylanisole (60 °C) by the Ir(III) complex TpMe2Ir(C6H5)2(N2) (1; TpMe2 = hydrotris(3,5-dimethylpyrazolyl)borate) yielded a mixture of hydride complexes derived from each of the possible activation processes that might be anticipated in view of the previously investigated reactions of anisole and 2,6-dimethylanisole. Four isomeric species resulted from this reaction, namely hydride–carbene 6, emanating from two C(sp3)H and one C(sp2)H bond activation, hydride–alkylidene 7, whose formation requires in addition cleavage of the O–CH3 bond and the formation of a new C–C bond, and hydride–alkene derivative 4 and its hydride–alkylidene tautomer 3-Me, generated through somewhat related rearrangements. The appearance of these products may be rationalized on the basis of the reactivity previously ascertained for anisole and 2,6-dimethylanisole.
