Table 1. Computed Binding Energies (ΔEB, kcal/mol) and Related Thermodynamic Parameters (ΔHB°, and ΔGB°, kcal/mol) of Various m-Substituted and Several Di- and Tri-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,b.
|
GR |
3BGR |
3NGR |
|||||||
|---|---|---|---|---|---|---|---|---|---|
| substituents | ΔEB | ΔHB° | ΔGB° | ΔEB | ΔHB° | ΔGB° | ΔEB | ΔHB° | ΔGB° |
| –Hc | –13.4 | –14.6 | –2.7 | –14.3 | –14.1 | –1.2 | –15.0 | –15.0 | –1.1 |
| m-NH2 | –17.5 | –17.5 | –3.5 | –17.7 | –17.6 | –3.7 | –17.6 | –17.4 | –4.3 |
| m-OH | –16.4 | –15.9 | –4.0 | –15.8 | –15.7 | –2.1 | –15.5 | –15.6 | –0.8 |
| m-OCH3 | –16.2 | –17.2 | –4.7 | –18.8 | –18.4 | –5.6 | –18.2 | –18.1 | –3.9 |
| m-OC2H5 | –17.6 | –17.3 | –3.7 | –18.7 | –17.9 | –3.8 | –18.1 | –18.2 | –2.9 |
| m-CH3 | –16.0 | –16.6 | –2.9 | –17.1 | –16.9 | –3.8 | –17.3 | –17.0 | –3.9 |
| m-NO2 | –19.1 | –19.2 | –3.7 | –19.3 | –18.9 | –5.2 | –19.0 | –19.1 | –3.5 |
| m-CN | –17.7 | –17.3 | –5.0 | –18.6 | –18.3 | –4.7 | –18.6 | –18.4 | –4.5 |
| m-Cl | –17.3 | –16.8 | –4.2 | –16.9 | –16.4 | –4.0 | –16.0 | –16.8 | –3.3 |
| m-Br | –18.1 | –17.9 | –4.1 | –18.3 | –16.6 | –4.9 | –18.0 | –17.9 | –3.5 |
| m-I | –19.1 | –19.0 | –6.3 | –18.5 | –18.0 | –3.5 | –18.7 | –18.1 | –5.7 |
| 3-NO2, 4-OH | –19.4 | –19.1 | –10.0 | –20.3 | –19.7 | –13.2 | –19.3 | –18.7 | –11.5 |
| 3,5-di-NO2, 4-OH | –23.4 | –23.8 | –13.5 | –23.6 | –24.1 | –14.1 | –24.9 | –24.7 | –17.4 |
| 3,5-di-NO2, 4-CH3 | –23.9 | –23.5 | –16.2 | –23.5 | –23.8 | –13.4 | –23.9 | –23.8 | –15.4 |
| benzened | –4.4 | –3.7 | 5.0 | –5.1 | –4.5 | 6.0 | –5.7 | –4.8 | 4.2 |
a
Similar values for the interactions with benzene are also included for comparison.
b
The ΔEB, ΔHB°, and ΔGB° values are BSSE- and ZPE-corrected. See the text for details.
c
Nitrobenzene.
d
Benzene interacting with GR/3BGR/3NGR.