Indo1 configurations for succinimidyl.

EPR and ENDOR studies of single crystals of 2-oxazolidinone X-irradiated at 295 K

“…The radiation induced free radical chemistry of imides and related systems has received some attention from radiation chemists. [1][2][3][4][5][6] This is partly because of the possibilities for different symmetries of the succinimidyl primary radical as obtained from succinimide and from N-chloro-and N-bromosuccinimide. 1,[4][5][6] Furthermore, it has been reported that the succinimidyl radical may operate as a precursor for a ring-opening process.…”

“…1,[4][5][6] Furthermore, it has been reported that the succinimidyl radical may operate as a precursor for a ring-opening process. 3,4 In single crystals of glutarimide, the imidyl-type primary radical was not observed at any temperature, and the two dominant radical species are formed by net H-abstraction of one of the methylene protons of the system. 7 Ring-opened structures were not formed among the main radiation-induced species.…”

Recent controversy on imidyl radical chemistry

“…(12), as a co-axial radical approach along the axis of the N-Br bond. Both proposals were later supported by theoretical calculations [47][48][49][50][51]. Even if the rationalizations contain elements of speculation, Skell's experimental data are impressively self-consistent except for a few variances.…”

“…X-+ NBS + ST + BrX (18) extensive formation of halopropionyl isocyanates under the So conditions but none under the ST conditions led the authors [54,56] to use these as criteria to assign the chain propagating species in NBS decompositions in accordance with the INDO prediction made by KoenigandWielesek [49].…”

“…INDO calculations [49], however, showed that S~ would be lower in energy and be the ground state species, while S~ (and also the ZO configuration) would be the excited state and have the synmetries that correlate with the ground state of the PI radical 3 (Eq. (i0)).…”