The substituent effect on chemical reactivity of (9H-pyrido[3,4-b]indole-3-yl)methanol: Spectroscopic and electronic investigation

Abstract This work dealt with the substituent effect on the chemical reactivity behavior of the title compound. First, the geometry optimizations and structure verifications of all substituted compounds were done with the B3LYP/6-311G(d,p) level, in both the gas and chloroform. Then, the spectroscopic properties (FT-IR and NMR) of all compounds were evaluated and compared with the corresponding reported data. Furthermore, the NLO (non-linear optic) work of the compounds was performed to look for the availability for using in optoelectronic devices. Last, the FMO analyses were conducted to compare the possible reactivity tendency all indole derivatives with the main structure. NLO results revealed that all cis- and trans substituted compounds were greater “β” value than that of the urea, and R2B compound could be a good choice for using in optoelectronics because β (9.09 × 10−30 esu) of R2B was greater 15 times than that of the urea. In both environments, the fluorine substitution made the R compound more sensible to outer molecular system because the energy gap value of R2A (4.6107 eV) and R1A (4.5519 eV) in gas were calculated greater than that of the other compounds.