Next Article in Journal
Diversity of Phage-Displayed Libraries of Peptides during Panning and Amplification
Previous Article in Journal
Structure of Dihydrochalcones and Related Derivatives and Their Scavenging and Antioxidant Activity against Oxygen and Nitrogen Radical Species
Article Menu

Article Versions

Export Article

Open AccessArticle
Molecules 2011, 16(2), 1761-1775; doi:10.3390/molecules16021761

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

1
Instituto de Química de la Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria Coyoacán 04510, México, D.F., Mexico
2
Sección de Química Inorgánica, Fisicoquímica y Química Orgánica, Departamento de Ciencias Químicas, Facultad de Estudios Superiores Cuautitlán, Universidad Nacional Autónoma de México, Cuatitlán Izcalli, 54740, Estado de México, Mexico
3
Área Académica de Química, Universidad Autónoma del Estado de Hidalgo, Unidad Universitaria, Km 4.5 Carretera Pachuca-Tulancingo, Mineral de Reforma, 42184, Hidalgo, Mexico
*
Authors to whom correspondence should be addressed.
Received: 29 November 2010 / Revised: 14 February 2011 / Accepted: 15 February 2011 / Published: 21 February 2011
(This article belongs to the Section Organic Synthesis)
Download PDF [2741 KB, uploaded 18 June 2014]

Abstract

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.
Keywords: bentonitic clay; para-methoxybenzyl acetate; oligomerization; electrophilic aromatic substitution; DFT calculations bentonitic clay; para-methoxybenzyl acetate; oligomerization; electrophilic aromatic substitution; DFT calculations
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Salmón, M.; Miranda, R.; Nicolás-Vázquez, I.; Vargas-Rodriguez, Y.M.; Cruz-Borbolla, J.; Medrano, M.I.; Morales-Serna, J.A. Effects of Bentonite on p-Methoxybenzyl Acetate: A Theoretical Model for Oligomerization via an Electrophilic-Substitution Mechanism. Molecules 2011, 16, 1761-1775.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top