Initially, density functional theory (DFT) computations using the COnstrained Geometries simulate External Force (COGEF) method at the B3LYP/6-31G(d) level of theory, followed by calculations of the restoring force at the geometries immediately before dissociation of the molecule, were performed to evaluate the mechanochemical reactivity of the carbamoyloximes (Figure ). We found that an increasing degree of substitution on R led to a decreasing scission force with (typically by COGEF overestimated) ), qualitatively underlining our initial hypothesis. Variation of the solvent did not show notable qualitative deviations from this trend (Table ).