Spectroscopic analysis and theoretical comparison of the reactivity of 6-amino-3(R)benzophenone reactions with acetylacetone
نویسندگان
1 Laboratory of Engineering in Chemistry and Physics of Matter, Faculty of Sciences and Technics, Sultan Moulay Slimane University, Beni Mellal, Morocco
2 Laboratory of Engineering in Chemistry and Physics of Matter, Faculty of Sciences and Technics, Sultan Moulay Slimane University, Beni Mellal, Morocco
3 Laboratory of Engineering in Chemistry and Physics of Matter, Faculty of Sciences and Technics, Sultan Moulay Slimane University, Beni Mellal, Morocco
4 Laboratory of Engineering in Chemistry and Physics of Matter, Faculty of Sciences and Technics, Sultan Moulay Slimane University, Beni Mellal, Morocco
5 Laboratory of Engineering in Chemistry and Physics of Matter, Faculty of Medicine and Pharmacy, Sultan Moulay Slimane University, Beni Mellal, Morocco
6 Laboratory of Engineering in Chemistry and Physics of Matter, Faculty of Sciences and Technics, Sultan Moulay Slimane University, Beni Mellal, Morocco
7 Laboratory of Engineering in Chemistry and Physics of Matter, Faculty of Sciences and Technics, Sultan Moulay Slimane University, Beni Mellal, Morocco
8 Laboratory of Engineering in Chemistry and Physics of Matter, Faculty of Sciences and Technics, Sultan Moulay Slimane University, Beni Mellal, Morocco
doi
10.22034/crl.2024.463313.1356چکیده
In this work, the reaction studied is a Friedlander synthesis that synthesizes the derivatives (C) 5-acetyl-9-chlorophenylquinoline and (C’) 5-acetylphenylquinoline. This is a condensation-cyclization reaction of 6-amino-3-(R)benzophenone (R=Cl and R=H) with acetylacetone in the existence of hydrochloric acid. This work used a density functional theory (DFT) B3LYP/6-311G (d,p) method to determine the chemical descriptors, the HOMO (Highest Occupied Molecular Orbital) and LUMO (Lowest Unoccupied Molecular Orbital) orbits,, and to express the structure and activity of quantitative relationships of 6-amino-3-(R)benzophenone derivatives with acetylacetone from the reaction. The molecular electrostatic potential (MEP) was used to determine the reactivity of 6-amino-3-(R)benzophenone and acetylacetone. The results obtained from theoretical studies and the structural parameters that were achieved with the theory level B3LYP/6-311G (d,p) were indicated with the experimental interpretations. 6-amino-3-(R)benzophenone (R=Cl and R=H) molecules are the most stable given by their best gap values and acetylacetone is the reactive molecule. We performed another theoretical study using quantum time-dependent density functional theory (TD-DFT) on the molecules to determine UV-Vis spectra and IR Infrared spectra. The Fukui functions can be defined using finite differences in electron density F_k^+ for nucleophilic and F_k^- electrophilic etching. The two Parr functions P_k^+ and P_k^- are obtained by Hirschfeld of the electrophilic and the nucleophilic molecule, respectively.
