Table 2. Computed Binding Energies (ΔEB, kcal/mol) and Related Thermodynamic Parameters (ΔHB° and ΔGB°, kcal/mol) of Various p-Substituted Nitrobenzene Derivatives Interacting with Model (5,5)-Graphene (GR) and Its B- and N-Doped Scaffolds (3BGR and 3NGR, Respectively) at the M06/cc-pVDZ Levela.
|
GR |
3BGR |
3NGR |
|||||||
|---|---|---|---|---|---|---|---|---|---|
| substituents | ΔEB | ΔHB° | ΔGB° | ΔEB | ΔHB° | ΔGB° | ΔEB | ΔHB° | ΔGB° |
| p-NH2 | –17.7 | –17.4 | –5.1 | –17.4 | –16.9 | –5.2 | –16.5 | –16.5 | –2.6 |
| p-OH | –15.9 | –16.0 | –1.4 | –17.9 | –17.7 | –4.1 | –15.6 | –15.7 | –0.3 |
| (−15.8)b | (−15.9)b | (−1.2)b | |||||||
| p-OCH3 | –18.4 | –18.2 | –4.9 | –18.1 | –18.0 | –3.9 | –18.7 | –18.7 | –4.2 |
| p-OC2H5 | –19.9 | –19.8 | –6.0 | –19.4 | –19.6 | –4.1 | –18.8 | –19.2 | –2.9 |
| p-CH3 | –17.6 | –16.7 | –5.8 | –17.4 | –16.5 | –5.6 | –19.3 | –17.8 | –5.4 |
| p-NO2 | –18.1 | –18.1 | –4.0 | –18.5 | –18.2 | –5.5 | –19.5 | –19.1 | –6.7 |
| p-CN | –15.8 | –17.7 | –7.0 | –18.9 | –18.5 | –5.6 | –18.4 | –18.0 | –5.4 |
| p-Cl | –16.7 | –17.6 | –5.7 | –17.6 | –17.1 | –5.1 | –16.5 | –16.1 | –3.2 |
| p-Br | –17.2 | –17.1 | –6.6 | –17.7 | –17.3 | –5.7 | –18.5 | –17.9 | –6.3 |
| p-I | –19.0 | –18.8 | –5.6 | –18.2 | –18.0 | –4.4 | –17.7 | –17.4 | –6.3 |
a
The ΔEB, ΔHB°, and ΔGB° values are BSSE- and ZPE-corrected. See the text for details.
b
Computed values using full-geometry optimization using empirical dispersion corrections.