The synthesis, characterization and reactivities of iminoborane radicals were reported. Both X-ray analysis and density functional theory calculations revealed that the unpaired electron delocalizes over the N(1)-C(1)-B(1)-N(2) moiety. Radical trap reactions showed that this radical species acts as a boron radical. These reactions also serve as methods for the synthesis of Lewis base-stabilized oxyl-terminated iminoboranes.