Reduction of the bis(9-borafluorenyl)methane 1 with excess lithium furnishes the red dianion salt Li-2[1]. The corresponding dark green monoanion radical Li[1] is accessible through the comproportionation reaction between 1 and Li-2[1]. EPR spectroscopy on Li[1] reveals hyperfine coupling of the unpaired electron to two magnetically equivalent boron nuclei (a(B-11) = 5.1 +/- 0.1 G, a(B-10) = 1.7 +/- 0.2 G). Further coupling is observed to the unique BCHB bridgehead proton (a(H-1) = 7.2 +/- 0.2 G) and to eight aromatic protons (a(H-1) = 1.4 +/- 0.1 G). According to X-ray crystallography, the B center dot center dot center dot B distances continuously decrease along the sequence 1 -> [1] -> [1](2-) with values of 2.534(2), 2.166(4), and 1.906(3) angstrom, respectively. Protonation of Li-2[1] leads to the cyclic borohydride species Li[1H] featuring a B-H-B two-electron-three-center bond. This result strongly indicates a nucleophilic character of the boron atoms; the reaction can also be viewed as rare example of the protonation of an elementelement s bond. According to NMR spectroscopy, EPR spectroscopy, and quantum-chemical calculations, [1](2) represents a closed-shell singlet without any spin contamination. Detailed wave function analyses of [1](center dot-) and [1](2-) reveal strongly localized interactions of the two boron p(z)-type orbitals, with small delocalized contributions of the 9-borafluorenyl pi systems. Overall, our results provide evidence for a direct BB one-electron and two-electron bonding interaction in [1](center dot-) and [1](2-), respectively.