Mechanisms of "heterocycle" formation from alkoxyamine

Geometry optimization by DFT/PBE/Λ1 (PRIRODA program [Chem. Phys. Lett. 1997, 281, 151; Russ. Chem. Bull. 2005, 54, 820])
with thermochemical ΔG (298.15 K) and Grimme's D3(BJ) dispersion corrections [J.Chem. Phys. 2010, 132, 154104; J. Comp. Chem. 2011, 32, 1456] for the energy of optimized geometry

Basis Λ1 [Chem. Phys. Lett. 2005, 416, 116; Theor Chem Acc (2019) 138: 40]: H (6s,2p)→[2s,1p]; C,N,O (10s,7p,3d)→[3s,2p,1d]

On figure(s) below click on the level title to download xyz file ==>
Click on energy level to view 3D structure in browser (run JSmol) ==>

-28.39 -28.39 -24.82 -24.82 -4.07 -4.07 0.00 0.00 0.12 0.12 0.73 0.73 1.09 1.09 1.78 1.78 2.35 2.35 2.53 2.53 2.65 2.65 3.17 3.17 3.31 3.31 3.41 3.41 3.42 3.42 3.68 3.68 4.00 4.00 4.82 4.82 5.48 5.48 5.50 5.50 5.54 5.54 5.62 5.62 5.77 5.77 5.86 5.86 6.25 6.25 6.41 6.41 6.49 6.49 6.88 6.88 6.89 6.89 7.90 7.90 8.08 8.08 8.58 8.58 9.13 9.13 9.28 9.28 9.74 9.74 9.75 9.75 10.44 10.44 10.69 10.69 10.88 10.88 11.14 11.14 11.72 11.72 12.04 12.04 12.29 12.29 12.37 12.37 12.51 12.51 12.68 12.68 12.95 12.95 13.05 13.05 13.26 13.26 13.53 13.53 13.54 13.54 13.70 13.70 14.07 14.07 14.21 14.21 14.42 14.42 14.52 14.52 14.58 14.58 14.80 14.80 14.98 14.98 14.98 14.98 15.02 15.02 15.02 15.02 15.31 15.31 15.41 15.41 15.43 15.43 15.65 15.65 15.78 15.78 15.86 15.86 16.14 16.14 16.19 16.19 16.32 16.32 16.51 16.51 16.79 16.79 17.61 17.61 17.80 17.80 17.85 17.85 20.11 20.11

Mechanisms of "heterocycle" formation from oxoammonium salt

-6.50 -6.50 -6.50 -6.50 -6.05 -6.05 -3.39 -3.39 -3.16 -3.16 -2.99 -2.99 -2.77 -2.77 -2.61 -2.61 -1.46 -1.46 -1.45 -1.45 -1.30 -1.30 -1.13 -1.13 0.00 0.00 0.28 0.28 1.15 1.15 1.93 1.93 2.40 2.40 3.64 3.64 8.30 8.30 8.97 8.97 16.53 16.53

Apr 27 2022