Probing ground and low-lying excited states for indole derived compounds of potential herbicide action

In this work, we present a study on series of recently synthesized indole derived compounds that were previously suggested by experimental tests as having herbicidal action. Density functional theory (DFT) and its time-dependent formalism (TD-DFT) used for investigating ground excited state properties, respectively. The M06-2X CAM-B3LYP exchange-correlation with the aug-cc-pVTZ basis set. Computations performed in gas-phase, water, dimethyl sulfoxide. Solvation was found to play minor effect structure any given compound. On other hand, solvation cause decrease excitation energies lowest-lying singlet states almost all compounds. More importantly, presented are considerably lower than those determined their parent molecule. For instance, probed at 3.45 eV case 6-chloro-8-nitro-2,3,4,9-tetrahydro-1H-carbazole (compound 15a) versus 5.00 corresponding molecule, both values TD-DFT/M06-2X/aug-cc-pVTZ level water. addition, compound 15a along 5-chloro-2,3-dimethyl-7-nitro-1H-indole (15b) three (each) likely be accessed (having oscillator strength ≥ 0.1 water) among five respective singlets. existence various accessible may provide competing alternative paths regards chlorophyll-solar radiation interaction, detrimental manner photosynthetic process; an observation agreement previous findings. Frontier orbital analysis electron delocalization (advent from structural modifications) responsible lowering energies.