Trapping CO2 by Adduct Formation with Nitrogen Heterocyclic Carbenes (NHCs): A Theoretical Study

Chemistry : a European Journal
Ibon AlkortaJosé Elguero

Abstract

Carbon dioxide can form compounds with nitrogen heterocyclic carbenes (NHCs) based on azoles through noncovalent interactions or by covalent bonding. A narrow dependence on the carbene structure has been observed for the preference for one or the other type of bonding, as revealed by a series of physicochemical descriptors. In our survey, a set of NHCs based on the azole family (three classical, three abnormal, and one remote) was shown to bind CO2 at the accurate G4MP2 computational level. In most cases, exothermic reaction profiles towards the covalently bound form were found, which reached stabilization enthalpies of up to -77 kJ mol-1 for the remote carbene case. Both noncovalent and covalent minima and the corresponding transition state that connects them have been identified as stationary points along the reaction coordinate.

References

Aug 10, 2007·The Journal of Physical Chemistry. a·Keiamars EskandariRicardo A Mosquera
Aug 10, 2007·Journal of the American Chemical Society·Daniel H Ess, K N Houk
Sep 29, 2007·Journal of the American Chemical Society·Adelina M VoutchkovaRobert H Crabtree
Oct 2, 2007·The Journal of Chemical Physics·Larry A CurtissKrishnan Raghavachari
May 6, 2009·Angewandte Chemie·Yoshihito KayakiTakao Ikariya
Jul 3, 2009·The Journal of Physical Chemistry. a·Ibon AlkortaIsaac Vidal
Sep 25, 2009·The Journal of Organic Chemistry·Bret R Van AusdallJanis Louie
Apr 2, 2010·Angewandte Chemie·Claude VilliersMichel Ephritikhine
Apr 17, 2010·Journal of the American Chemical Society·Erin R JohnsonWeitao Yang
Apr 26, 2011·Journal of Chemical Theory and Computation·Julia Contreras-GarcíaWeitao Yang
Jul 31, 2013·Chemistry : a European Journal·Monika VogtBrandon L Ashfeld
Sep 21, 2013·The Journal of Physical Chemistry. a·Ibon AlkortaJanet E Del Bene
Apr 26, 2014·The Journal of Organic Chemistry·Derek M Denning, Daniel E Falvey
Jan 21, 2015·Nature Communications·Qiang LiuMatthias Beller
Mar 5, 2015·BMJ Case Reports
Jan 1, 2005·Journal of Chemical Theory and Computation·H P Hratchian, H B Schlegel
Jan 30, 2016·Journal of the American Chemical Society·Florenz BussFabian Dielmann
May 27, 2016·Chemistry : a European Journal·Ibon AlkortaEnrique Espinosa
Jan 10, 2017·The Journal of Organic Chemistry·Derek M Denning, Daniel E Falvey
May 17, 2017·The Journal of Physical Chemistry. a·Janet E Del BeneJosé Elguero

❮ Previous
Next ❯

Citations

Apr 18, 2018·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Ibon AlkortaJanet E Del Bene
Jul 17, 2018·Physical Chemistry Chemical Physics : PCCP·M Merced Montero-CampilloJosé Elguero
Oct 5, 2019·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Goar Sánchez-SanzCristina Trujillo
Mar 16, 2019·Theoretical Chemistry Accounts·Paul L A PopelierIbon Alkorta
Jan 1, 2017·Theoretical Chemistry Accounts·Joseph C R Thacker, Paul L A Popelier
Nov 26, 2019·Chemistry, an Asian Journal·Danling ZhuangJun Zhu
Sep 10, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·José Manuel Guevara-VelaÁngel Martín Pendás
Jul 25, 2019·Journal of the American Society for Mass Spectrometry·Yunfeng ChaiChengyin Lu
Jun 26, 2021·The Journal of Physical Chemistry. a·Ratan LogdiAshwani K Tiwari
Jul 11, 2021·Journal of Molecular Modeling·Chunhong ZhaoXueying Zhang
Aug 10, 2021·The Journal of Organic Chemistry·Srini VemulapalliTravis Dudding
Aug 11, 2021·The Journal of Physical Chemistry. a·Maxime FerrerJosep M Oliva-Enrich
Oct 17, 2017·The Journal of Physical Chemistry. a·Janet E Del BeneJosé Elguero
Jul 23, 2021·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·César Barrales-MartínezÁngel Martín Pendás
Sep 26, 2017·The Journal of Physical Chemistry. a·Ibon AlkortaJanet E Del Bene

❮ 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.