The combination of a bulky hypersilyl potassium [(Me3Si)(3)SiK] reagent with Tp*2UI (Tp* = hydrotris(3,5-dimethylpyrazolyl)borate) in the presence of ethereal Lewis donors resulted in the formation of base-activated DME). The reactivity with another Lewis base, pyridine, was explored by treating Tp*2UI and hypersilyl potassium or benzyl potassium in the presence of pyridine, which resulted in formation of Tp*2U[NC5H5-4-Si(SiMe3)3] (3-py-Si) and Tp*U-2(NC5H5-4-Bn) (4-py-Bn, Bn = benzyl), respectively. Multinuclear paramagnetic NMR spectroscopy (H-1, B-11{1H}, Si-29{H-1}) supported the formation of the Lewis base activated uranium compounds as corroborated by electronic absorption spectroscopy and X-ray crystallography. To recognize the mechanistic possibilities, radical trap experiments were performed and [K(18-crown-6)][4-benzylpyridinide] (4-K), Tp*U(IV)[(equivalent to NC(Me)C(H)C(Me)N)-B(H)(3,5-dimethylpyrazole)2] (6-Tp*UTp '), and [Tp*U-2(NC5H5)](2) (5-py-py) were observed.