Restricted rotations and stereodynamics of aziridine-2-methanol derivatives

'Gear-like' rotations of simple C C bonds have been observed in some aziridine methanol derivatives. These restricted rotations have been studied by dynamic and multinuclear magnetic resonance experiments, and the barrier for rotations of Csp(3)-Csp(3) and Csp(3)-Csp(2) bonds have been calculated. The role of an intramolecular hydrogen bond on the stereodynamics has also been demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.