A detailed analysis of the mechanism of a carbocationic triple shift rearrangement

Physical Chemistry Chemical Physics : PCCP
Daniela E OrtegaAlejandro Toro-Labbé

Abstract

The mechanism of a carbocationic triple shift rearrangement is analyzed within the conceptual framework of the reaction force. All the systems were characterized computationally using DFT through B3LYP/6-31+G(d,p) methodology. A complete description of the electronic activity taking place during the reaction emerged through the use of the reaction electronic flux that, together with an NBO Wiberg bond order, produces a detailed picture of the reaction mechanism in terms of chemical events that drive the reaction during the different stages of the process. It is found that a carbocation triple shift occurs asynchronously although in a concerted way.

References

May 15, 2003·Chemical Reviews·P GeerlingsW Langenaeker
Aug 31, 2004·The Journal of Chemical Physics·Alejandro Toro-LabbéPeter Politzer
Jul 13, 2006·The Journal of Physical Chemistry. a·Soledad Gutiérrez-OlivaHenry Chermette
Jul 28, 2006·The Journal of Physical Chemistry. a·Elizabeth RincónAlejandro Toro-Labbé
Mar 29, 2007·The Journal of Physical Chemistry. a·Jaroslav V BurdaPeter Politzer
Oct 24, 2008·The Journal of Physical Chemistry. a·Eleonora Echegaray, Alejandro Toro-Labbé
May 5, 2011·Natural Product Reports·Dean J Tantillo
Jul 12, 2012·Physical Chemistry Chemical Physics : PCCP·Diana YepesPablo Jaque
Sep 15, 2012·The Journal of Physical Chemistry. a·Santanab GiriAlejandro Toro-Labbé
Jan 5, 2013·Journal of Molecular Modeling·Peter PolitzerPablo Jaque
Feb 13, 2013·The Journal of Physical Chemistry. a·Sara GómezAlbeiro Restrepo
Jul 19, 2013·Physical Chemistry Chemical Physics : PCCP·Luis Miguel AzofraJosé Elguero

❮ Previous
Next ❯

Citations

Feb 3, 2016·Journal of Computational Chemistry·Daniela E OrtegaAlejandro Toro-Labbé
Apr 25, 2016·Journal of Molecular Modeling·Stefan Vogt-Geisse
Nov 29, 2016·Physical Chemistry Chemical Physics : PCCP·Ludwik KomorowskiMateusz Jędrzejewski
Aug 29, 2018·Physical Chemistry Chemical Physics : PCCP·Daniela E OrtegaAlejandro Toro-Labbé
Feb 15, 2019·Physical Chemistry Chemical Physics : PCCP·Nery Villegas-EscobarAlejandro Toro-Labbé
Aug 19, 2015·Journal of Computational Chemistry·Al Mokhtar LamsabhiManuel Yáñez
Aug 19, 2017·Journal of Molecular Modeling·D Cortés-ArriagadaF J Torres
Jun 9, 2017·Chemistry : a European Journal·Nery Villegas-EscobarAlejandro Toro-Labbé
May 26, 2017·Physical Chemistry Chemical Physics : PCCP·Cristina Ortega-MooRubicelia Vargas
Mar 19, 2019·Chemical Science·Marta Castiñeira ReisDean J Tantillo
Mar 25, 2018·Journal of Molecular Modeling·Soledad Gutiérrez-OlivaAlejandro Toro-Labbé
Dec 11, 2020·Physical Chemistry Chemical Physics : PCCP·Jian LiZe-Sheng Li

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.