Cargando…

S(N)2 versus E2 Competition of F(–) and PH(2)(–) Revisited

[Image: see text] We have quantum chemically analyzed the competition between the bimolecular nucleophilic substitution (S(N)2) and base-induced elimination (E2) pathways for F(–) + CH(3)CH(2)Cl and PH(2)(–) + CH(3)CH(2)Cl using the activation strain model and Kohn–Sham molecular orbital theory at Z...

Descripción completa

Detalles Bibliográficos
Autores principales:	Vermeeren, Pascal, Hansen, Thomas, Grasser, Maxime, Silva, Daniela Rodrigues, Hamlin, Trevor A., Bickelhaupt, F. Matthias
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2020
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7656514/ https://www.ncbi.nlm.nih.gov/pubmed/33079542 http://dx.doi.org/10.1021/acs.joc.0c02112

Ejemplares similares

S(N)2 versus S(N)2′ Competition
por: Hansen, Thomas, et al.
Publicado: (2022)

A Unified Framework for Understanding Nucleophilicity and Protophilicity in the S(N)2/E2 Competition
por: Vermeeren, Pascal, et al.
Publicado: (2020)

How Solvation Influences the S(N)2 versus E2 Competition
por: Hansen, Thomas, et al.
Publicado: (2021)

Origin of the α‐Effect in S(N)2 Reactions
por: Hansen, Thomas, et al.
Publicado: (2021)

The Gauche Effect in XCH(2)CH(2)X Revisited
por: Rodrigues Silva, Daniela, et al.
Publicado: (2021)

Origin of asynchronicity in Diels–Alder reactions
por: Vermeeren, Pascal, et al.
Publicado: (2021)

Chemical reactivity from an activation strain perspective
por: Vermeeren, Pascal, et al.
Publicado: (2021)

How Ionization Catalyzes Diels‐Alder Reactions
por: Vermeeren, Pascal, et al.
Publicado: (2022)

How Lewis Acids Catalyze Diels–Alder Reactions
por: Vermeeren, Pascal, et al.
Publicado: (2020)

How Alkali Cations Catalyze Aromatic Diels‐Alder Reactions
por: Vermeeren, Pascal, et al.
Publicado: (2020)

How Oriented External Electric Fields Modulate Reactivity
por: Yu, Song, et al.
Publicado: (2021)

Bifunctional Hydrogen Bond Donor‐Catalyzed Diels–Alder Reactions: Origin of Stereoselectivity and Rate Enhancement
por: Vermeeren, Pascal, et al.
Publicado: (2021)

Origin of rate enhancement and asynchronicity in iminium catalyzed Diels–Alder reactions
por: Vermeeren, Pascal, et al.
Publicado: (2020)

How metallylenes activate small molecules
por: Vermeeren, Pascal, et al.
Publicado: (2021)

Understanding E2 versus S(N)2 Competition under Acidic and Basic Conditions
por: Wolters, Lando P, et al.
Publicado: (2014)

On the existence of collective interactions reinforcing the metal-ligand bond in organometallic compounds
por: Poater, Jordi, et al.
Publicado: (2023)

Dipolar repulsion in α-halocarbonyl compounds revisited
por: Rodrigues Silva, Daniela, et al.
Publicado: (2021)

Understanding the 1,3‐Dipolar Cycloadditions of Allenes
por: Yu, Song, et al.
Publicado: (2020)

How Bases Catalyze Diels‐Alder Reactions
por: Yu, Song, et al.
Publicado: (2022)

Nucleophilic Substitution (S(N)2): Dependence on Nucleophile, Leaving Group, Central Atom, Substituents, and Solvent
por: Hamlin, Trevor A., et al.
Publicado: (2018)

Not Carbon s–p Hybridization, but Coordination Number Determines C−H and C−C Bond Length
por: Vermeeren, Pascal, et al.
Publicado: (2021)

Lewis Acid‐Catalyzed Diels‐Alder Reactions: Reactivity Trends across the Periodic Table
por: Vermeeren, Pascal, et al.
Publicado: (2021)

Activation Strain Analysis of S(N)2 Reactions at C, N, O, and F Centers
por: Kubelka, Jan, et al.
Publicado: (2017)

Arylic C–X Bond Activation by Palladium Catalysts: Activation Strain Analyses of Reactivity Trends
por: Vermeeren, Pascal, et al.
Publicado: (2018)

Pericyclic reaction benchmarks: hierarchical computations targeting CCSDT(Q)/CBS and analysis of DFT performance
por: Vermeeren, Pascal, et al.
Publicado: (2022)

The 1,3‐Dipolar Cycloaddition: From Conception to Quantum Chemical Design
por: Beutick, Steven E., et al.
Publicado: (2022)

Rational design of iron catalysts for C–X bond activation
por: Sun, Xiaobo, et al.
Publicado: (2022)

How Dihalogens Catalyze Michael Addition Reactions
por: Hamlin, Trevor A., et al.
Publicado: (2019)

Switch From Pauli‐Lowering to LUMO‐Lowering Catalysis in Brønsted Acid‐Catalyzed Aza‐Diels‐Alder Reactions
por: Yu, Song, et al.
Publicado: (2021)

Dual Activation of Aromatic Diels–Alder Reactions
por: Narsaria, Ayush K., et al.
Publicado: (2019)

Radical Scavenging Potential of the Phenothiazine Scaffold: A Computational Analysis
por: Dalla Tiezza, Marco, et al.
Publicado: (2021)

Li(2)PtF(6) revisited
por: Kraus, Florian
Publicado: (2014)

C(sp (n))−X (n=1–3) Bond Activation by Palladium
por: Hansen, Thomas, et al.
Publicado: (2022)

Nucleophilic Substitution in Solution: Activation Strain Analysis of Weak and Strong Solvent Effects
por: Hamlin, Trevor A., et al.
Publicado: (2018)

Chemoselectivity of Tertiary Azides in Strain‐Promoted Alkyne‐Azide Cycloadditions
por: Svatunek, Dennis, et al.
Publicado: (2018)

Ligand‐Mediated Regioselective Rhodium‐Catalyzed Benzotriazole–Allene Coupling: Mechanistic Exploration and Quantum Chemical Analysis
por: Sergeieva, Tetiana, et al.
Publicado: (2020)

The Nature of Nonclassical Carbonyl Ligands Explained by Kohn–Sham Molecular Orbital Theory
por: van der Lubbe, Stephanie C. C., et al.
Publicado: (2020)

PyFrag 2019—Automating the exploration and analysis of reaction mechanisms
por: Sun, Xiaobo, et al.
Publicado: (2019)

Ambident Nucleophilic Substitution: Understanding Non‐HSAB Behavior through Activation Strain and Conceptual DFT Analyses
por: Bettens, Tom, et al.
Publicado: (2020)

Chalcogen bonds: Hierarchical ab initio benchmark and density functional theory performance study
por: de Azevedo Santos, Lucas, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_3kp47nit9oobk9hpea9pmo19gj