Experimental and theoretical insights into the synthesis of α-aminoalkyl naphthol derivatives catalyzed by manganese complex immobilized on multi-wall carbon nanotubes
The full details of the synthesis of α-aminoalkyl naphthol derivatives promoted by manganese complexes immobilized on multi-wall carbon nanotubes (CNTs@Mn-bpy) are described, with the particular focus on the theoretical mechanistic aspects. After characteristic studies on the nanocatalyst prepared from homogenous manganese complexes, we optimized the catalytic reaction conditions, and heterogeneous nanocatalyst showed important features as well as higher efficiency and reusability compared to other reported catalysts. α-Aminoalkyl naphthol derivatives were obtained in excellent chemical yields, short reaction times and high turnover number. In order to better understand the effect of CNT@Mn-bpy as a nanocatalyst on the reaction mechanism, the final step of the described synthesis has been investigated using density functional theory (DFT). Compared to the uncatalyzed reaction, the activation energy of the catalyzed reaction is lowered by 34.07 kcal/mol. Also, our theoretical calculation shows that if the Mn metal of the CNT@Mn-bpy replaces with the Cu metal, the catalytic effect of this nanocatalyst upon activation energy of studied reaction was significantly decreased.