A Computational Study on the Nucleophilic Substitution Reaction between 2-Bromoacetophenone and Azole Derivatives

Year 2018, Volume: 14 Issue: 3, 261 - 269, 30.09.2018

Taner Erdoğan

https://doi.org/10.18466/cbayarfbe.415975

Cited By: 1

Abstract

In this study, it was aimed
to investigate the reaction of 2-bromoacetophenone with various azole
derivatives, such as imidazole, benzimidazole, 1,2,4-triazole and benzotriazole
computationally. For this purpose, some Density Functional Theory (DFT) calculations
have been carried out on the reactants and products at B3LYP (Becke,
three-parameter, Lee-Yang-Parr) level of theory using various basis sets,
including 6-31G(d), 6-31G(d,p), 6-311G(d,p) and 6-311+G(2d,p). Geometry
optimizations, Single Point Energy (SPE) calculations, frequency analysis,
frontier molecular orbital calculations, molecular electrostatic potential
(MEP) map calculations, and determination of global reactivity descriptors have
been carried out at the same levels of theory. In NMR calculations, both
Continuous Set of Gauge Transformations (CSGT) and Gauge-Independent Atomic
Orbital (GIAO) methods have been used and computationally obtained data have
been compared with the experimental data.

Keywords

Computational chemistry, DFT, 2-bromoacetophenone, azole

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