Effects of Bentonite on p-Methoxybenzyl Acetate: A Theoretical Model for Oligomerization via an Electrophilic-Substitution Mechanism

Molecules

Manuel Salmón¹  Rene Miranda¹  Ines Nicolás-Vázquez¹  Yolanda Marina Vargas-Rodriguez¹  Julian Cruz-Borbolla¹  María Isabel Medrano¹ 

[1]¹Instituto de Química de la Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria Coyoacán 04510, México, D.F., Mexico

关键词: bentonitic clay;    para-methoxybenzyl acetate;    oligomerization;    electrophilic aromatic substitution;    DFT calculations;   

DOI  :  10.3390/molecules16021761

来源: mdpi

【 摘 要 】

Tonsil Actisil FF, a commercial bentonitic clay, promotes the formation of a series of electrophilic-aromatic-substitution products from para-methoxybenzyl acetate in carbon disulfide. The molecules obtained correspond to linear isomeric dimers, trimers, tetramers and a pentamer, according to their spectroscopic data. A clear indication of the title mechanistic pathway for the oligomerization growth was obtained from the analysis of a set of computational-chemistry calculations using the density-functional-theory level B3LYP/6-311++G(d,p). The corresponding conclusions were based on the computed dipole moments, the HOMO/LUMO distributions, and a natural-populations analysis of the studied molecules.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.