Cargando…

Nucleophilic Substitution in Solution: Activation Strain Analysis of Weak and Strong Solvent Effects

We have quantum chemically studied the effect of various polar and apolar solvents on the shape of the potential energy surface (PES) of a diverse collection of archetypal nucleophilic substitution reactions at carbon, silicon, phosphorus, and arsenic by using density functional theory at the OLYP/T...

Descripción completa

Detalles Bibliográficos
Autores principales:	Hamlin, Trevor A., van Beek, Bas, Wolters, Lando P., Bickelhaupt, F. Matthias
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2018
Materias:	Full Papers
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947303/ https://www.ncbi.nlm.nih.gov/pubmed/29457865 http://dx.doi.org/10.1002/chem.201706075

Ejemplares similares

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

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

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

Nonlinear d(10)-ML(2) Transition-Metal Complexes
por: Wolters, Lando P, et al.
Publicado: (2013)

Halogen Bonding versus Hydrogen Bonding: A Molecular Orbital Perspective
por: Wolters, Lando P, et al.
Publicado: (2012)

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

Performance of TDDFT Vertical Excitation Energies of Core‐Substituted Naphthalene Diimides
por: Narsaria, Ayush K., et al.
Publicado: (2020)

Structural Distortion of Cycloalkynes Influences Cycloaddition Rates both by Strain and Interaction Energies
por: Hamlin, Trevor A., et al.
Publicado: (2019)

HBF(4)-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
por: Barreiro, Elena, et al.
Publicado: (2015)

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

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)

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)

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

The activation strain model and molecular orbital theory
por: Wolters, Lando P, et al.
Publicado: (2015)

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

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

Factors Controlling the Diels–Alder Reactivity of Hetero‐1,3‐Butadienes
por: Yu, Song, et al.
Publicado: (2018)

Palladium-catalyzed substitution of (coumarinyl)methyl acetates with C-, N-, and S-nucleophiles
por: Chattopadhyay, Kalicharan, et al.
Publicado: (2012)

Influence of the milling parameters on the nucleophilic substitution reaction of activated β-cyclodextrins
por: Jicsinszky, László, et al.
Publicado: (2017)

Benchmark Study on the Smallest Bimolecular Nucleophilic Substitution Reaction: H(−)+CH(4) → CH(4)+H(−)
por: Swart, Marcel, et al.
Publicado: (2013)

Utilizing the σ-complex stability for quantifying reactivity in nucleophilic substitution of aromatic fluorides
por: Liljenberg, Magnus, et al.
Publicado: (2013)

A Quantitative Molecular Orbital Perspective of the Chalcogen Bond
por: de Azevedo Santos, Lucas, et al.
Publicado: (2021)

Synthesis and nucleophilic aromatic substitution of 3-fluoro-5-nitro-1-(pentafluorosulfanyl)benzene
por: Ajenjo, Javier, et al.
Publicado: (2016)

Nucleophilicities and Nucleofugalities of Thio‐ and Selenoethers
por: Maji, Biplab, et al.
Publicado: (2021)

N-Arylphenothiazines as strong donors for photoredox catalysis – pushing the frontiers of nucleophilic addition of alcohols to alkenes
por: Speck, Fabienne, et al.
Publicado: (2019)

Distortion‐Controlled Redshift of Organic Dye Molecules
por: Narsaria, Ayush K., et al.
Publicado: (2020)

N‐Heterocyclic Carbene Analogues of Nucleophilic Phosphinidene Transition Metal Complexes
por: Doddi, Adinarayana, et al.
Publicado: (2020)

Chromo- and fluorophoric water-soluble polymers and silica particles by nucleophilic substitution reaction of poly(vinyl amine)
por: Hofmann, Katja, et al.
Publicado: (2010)

Nucleophilic and electrophilic cyclization of N-alkyne-substituted pyrrole derivatives: Synthesis of pyrrolopyrazinone, pyrrolotriazinone, and pyrrolooxazinone moieties
por: Yenice, Işıl, et al.
Publicado: (2017)

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

Solvent Effects in the Nucleophilic Substitutions of Tetrahydropyran Acetals Promoted by Trimethylsilyl Trifluoromethanesulfonate: Trichloroethylene as Solvent for Stereoselective C- and O-Glycosylations
por: Kendale, Joanna C., et al.
Publicado: (2014)

Enantioselective Stereodivergent Nucleophile‐Dependent Isothiourea‐Catalysed Domino Reactions
por: Matviitsuk, Anastassia, et al.
Publicado: (2016)

Pushing the Limits of Characterising a Weak Halogen Bond in Solution
por: Peintner, Stefan, et al.
Publicado: (2021)

Substitution of fluorine in M[C(6)F(5)BF(3)] with organolithium compounds: distinctions between O- and N-nucleophiles
por: Shabalin, Anton Yu, et al.
Publicado: (2017)

One-pot nucleophilic substitution–double click reactions of biazides leading to functionalized bis(1,2,3-triazole) derivatives
por: Reissig, Hans-Ulrich, et al.
Publicado: (2023)

Concerted Nucleophilic Aromatic Substitutions
por: Kwan, Eugene E., et al.
Publicado: (2018)

Solvent Dependence of the Monomer–Dimer Equilibrium of Ketone‐Substituted Triscatecholate Titanium(IV) Complexes
por: Kwamen, A. Carel N., et al.
Publicado: (2020)

Cannot write session to /tmp/vufind_sessions/sess_9b5dtum86eurpo6lkaobf02ifa