Formation of Phenanthrene via Recombination of Indenyl and Cyclopentadienyl Radicals: A Theoretical Study

The Journal of Physical Chemistry. a
Vladislav S KrasnoukhovAlexander M Mebel

Abstract

This work presents quantum chemical G3(MP2,CC)//B2PLYPD3/6-311G(d,p) calculations of the potential energy surface for the indenyl (C9H7) + cyclopentadienyl (C5H5) reaction followed by unimolecular decomposition of the C14H11 radicals formed as the primary products, as well as the Rice-Ramsperger-Kassel-Marcus master equation (RRKM-ME) calculations to predict temperature- and pressure-dependent reaction rate constants and product branching ratios. The reaction begins with the barrierless recombination of indenyl and cyclopentadienyl forming a C14H12 molecule with a new C-C bond connecting two five-membered rings, which subsequently dissociates to C14H11 radicals by H losses. The primary products of the C9H7 + C5H5 → C14H11 + H reaction can directly decompose by another H loss to benzofulvalene, and this pathway is most favorable in terms of the entropy factor and hence is preferable at higher temperatures. Otherwise, the initial C14H11 isomers can undergo significant structural rearrangements before eliminating an H atom and producing phenanthrene, anthracene, or benzoazulenes, among which the formation of phenanthrene via the "spiran" pathway is clearly preferred. The calculated barriers along the computed favorable dissociatio...Continue Reading

References

Jan 28, 2006·The Journal of Chemical Physics·Stefan Grimme
Mar 31, 2006·The Journal of Physical Chemistry. a·Nils HansenKatharina Kohse-Höinghaus
May 8, 2010·Physical Chemistry Chemical Physics : PCCP·Bikau Shukla, Mitsuo Koshi
Mar 4, 2011·Journal of Computational Chemistry·Stefan GrimmeLars Goerigk
Dec 27, 2011·Proceedings of the National Academy of Sciences of the United States of America·Dorian S N ParkerA G G M Tielens
Sep 24, 2013·The Journal of Physical Chemistry. a·Yuri GeorgievskiiStephen J Klippenstein
Oct 7, 2016·Faraday Discussions·Alexander M MebelStephen J Klippenstein
Jan 11, 2017·The Journal of Physical Chemistry. a·Alexander M MebelRalf I Kaiser
May 3, 2018·The Journal of Physical Chemistry Letters·Long ZhaoAlexander M Mebel
Nov 7, 2019·The Journal of Physical Chemistry. a·Zepeng LiWilliam L Roberts
Feb 26, 2020·Physical Chemistry Chemical Physics : PCCP·Michael Frenklach, Alexander M Mebel

❮ Previous
Next ❯

Citations

Mar 31, 2021·The Journal of Physical Chemistry. a·Srivathsan P SundarGabriel da Silva

❮ 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.