Table 1.
Calculated energies and geometrical parameters of the conformers and TSs of 1 shown in Figure 4 in MeCN at the level of B3LYP/DGDZVP.
| Structure | Energya relative to M1 (kcal/mol) | φ1 Cl–I–C8–C9 (°) | φ2 C8–I–C1–C2 (°) | I–Cl (Å) |
|---|---|---|---|---|
| M1 | 0 | − 70.9 | − 73.2 | 2.87 |
| M2 | − 0.7 | − 77.2 | 173.6 | 2.87 |
| M3 | − 0.05 | − 76.3 | 82.4 | 2.86 |
| TS1 | 9.1 (− 36.6 cm−1)b | − 2.6 | 87.2 | 3.08 |
| P1 | 0 | 71.0 | 73.3 | 2.87 |
| P2 | − 0.8 | 77.4 | −173.7 | 2.87 |
| P3 | − 0.03 | 76.1 | − 82.6 | 2.86 |
| TS2 | 9.1 (− 39.4 cm−1)b | 179.2 | − 88.0 | 3.01 |
a
Energies include the zero-point correction as well as the enthalpy and the entropy contribution at 298.15 K.
b
Imaginary torsional vibrational mode of the tolyl group.