Abstract

Tris(allyl)aluminum as its THF adduct, [Al(η1-C3H5)3(THF)] (1), reacted with pyridine either under substitution to give [Al(η1-C3H5)3(py)] (7) (py = pyridine) or under carbometalation to give N-metalated 2-allyldihydropyridine depending on the solvent. The substituent pattern of the pyridine substrate and the aluminum center’s electrophilicity in [Al(η1-C3H5)3(L)] (L = neutral ligand) influenced the outcome of the reaction. Reactions of one N-metalated dihydropyridine with electrophiles have been studied. A crystalline derivative of tris(allyl)aluminum, [Al(η1-C3H5)3(OPPh3)] (2), and tetrakis(allyl)aluminate in the ion pair [K(15-crown-5)2][Al(η1-C3H5)4] (4) were characterized by single-crystal X-ray diffraction and shown to contain four-coordinate aluminum centers.

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