The reaction of the aminohaloboranes (Me 2 N)(R)BX (1) (a: R = Ph, X = Cl; b: R = Me, X = Br; c: R = iPr, X = Cl) with the di-Grignard reagent (BrMg) 2 CH 2 in ethyl ether/benzene mixtures afforded the diborylmethanes [(Me 2 N)(R)B] 2 CH 2 (2) (a: R = Ph; b: R = Me; c: R = iPr), which were subsequently converted into the corresponding bis(chloroboryl)methanes [(Cl)(R)B] 2 CH 2 (3) (a: R = Ph; b: R = Me; c: R = iPr). Base-assisted cyclocondensation of 3a-c with 1,2-diisopropylhydrazine afforded 1,2-diisopropyl-1,2-diaza-3,5-diorgano-3,5-diborolidines (4) (a: R = Ph; b: R = Me; c: R = iPr). Derivative 4a was deprotonated by potassium bis(trimethylsilyl)amide to give (1,2diisopropyl-1,2-diaza-3,5-diphenyl-3,5-diborolidinyl)potassium (5).