A Computational Study of 1-Substituted Methyl 9-Methyl-9H-Pyrido[3,4- b]indole-3-Carboxylate: Quantum Chemical Descriptors, FMO and NBO Analysis
Abstract
This work dealt with the
investigation of the methyl 9H-pyrido[3,4-b]indole-3-carboxylate (Basic
compound) and its C1-substituted derivatives to search for the best substituent
group that enhances the chemical reactivity behavior of the Basic compound. In
this context, DFT (Density Functional Theory) calculations were performed at
B3LYP level of theory at three basis sets, also
in 10 different solvents because the chemical behavior strongly depends on the
solvent media. This study revealed that the
anthracene-9-yl substitution on the C1-position of the Basic compound has
increased the chemical reactivity of the Basic compound more than those of the
other substituent groups. Also, the
results were supported by the NBO analysis: the highest electron delocalization
for the structure A was found out π C19-C20→ pv C42-C43 with the
interaction energy of the 50.98 kcalmol-1, due to the anthracene-9-yl
substitution on the C1-position of the Basic compound makes the
electron delocalization on the substituted compound enhances, at
6-311++g**basis set in the water phase.
Keywords
References
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