Journal ArticleDOI
Do general nucleophilicity scales exist
Herbert Mayr,Armin R. Ofial +1 more
TLDR
In this paper, it is shown how the correlation (Eqn (1)) log k20°C = s(E + N) where s and N are nucleophile-specific parameters and E is an electrophile-specific parameter.About:
This article is published in Journal of Physical Organic Chemistry.The article was published on 2008-07-01. It has received 276 citations till now. The article focuses on the topics: Nucleophile.read more
Citations
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Organic Synthesis “On Water”
Arani Chanda,Valery V. Fokin +1 more
TL;DR: The currently burgeoning field of organic synthesis in aqueous media encompasses a large family of reactions, and water is still not commonly used as a sole solvent for organic synthesis, at least in part because most organic compounds do not dissolve in water to a significant extent.
Journal ArticleDOI
Quantifying and understanding the electronic properties of N-heterocyclic carbenes
David J. Nelson,Steven P. Nolan +1 more
TL;DR: A number of metrics have been explored that allow the electronic properties of NHCs to be quantified and compared and what they can teach about the electronic Properties of N HCs are discussed.
Journal ArticleDOI
Electrocatalytic C–H Activation
TL;DR: In this paper, the authors show that electrochemical C-H activation has been identified as a more efficient strategy that exploits storable electricity in place of byproduct-generating chemical reagents.
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A Comparative Mechanistic Study of Cu-Catalyzed Oxidative Coupling Reactions with N-Phenyltetrahydroisoquinoline
TL;DR: A comparative mechanistic study of Cu-catalyzed oxidative coupling reactions of N-phenyltetrahydroisoquinoline with different nucleophiles was conducted, showing an α-amino peroxide is proposed as a true intermediate within the catalytic cycle.
Journal ArticleDOI
Direct Nucleophilic SN1‐Type Reactions of Alcohols
Enrico Emer,Riccardo Sinisi,Montse Guiteras Capdevila,Diego Petruzziello,Francesco De Vincentiis,Pier Giorgio Cozzi +5 more
TL;DR: A review of the approaches leading to a greener process are examined in detail, and the advances achieved to date in this important transformation are presented in this article, where a list of key research areas including the direct nucleophilic reactions of alcohols is established.
References
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Journal ArticleDOI
π-Nucleophilicity in Carbon−Carbon Bond-Forming Reactions
TL;DR: In this article, a new method of parametrization was proposed that facilitates a continuous extension of the data sets without the need for reparameterization of existing data, and adjusts the N and s parameters of all presently characterized π-nucleophiles (arenes, alkenes, organometallics).
Journal ArticleDOI
Scales of Nucleophilicity and Electrophilicity: A System for Ordering Polar Organic and Organometallic Reactions
Herbert Mayr,Matthias Patz +1 more
TL;DR: In this paper, the feasibility and rate of a given CC bond formation, ionic reduction, or diazo coupling are forecast using the scales of nucleophilicity and electrophilicity, which extend over eighteen orders of magnitude.
Journal ArticleDOI
Reference Scales for the Characterization of Cationic Electrophiles and Neutral Nucleophiles
Herbert Mayr,Thorsten Bug,Matthias F. Gotta,Nicole Hering,Bernhard Irrgang,Brigitte Janker,Bernhard Kempf,Robert Loos,Armin R. Ofial,Grigoriy Ya. Remennikov,Holger Schimmel +10 more
TL;DR: Mayr et al. as discussed by the authors used correlation analysis to determine the electrophilicity parameters E and N and s as defined by the equation log k(20 °C) = s(N + E).
Related Papers (5)
π-Nucleophilicity in Carbon−Carbon Bond-Forming Reactions
Scales of Nucleophilicity and Electrophilicity: A System for Ordering Polar Organic and Organometallic Reactions
Herbert Mayr,Matthias Patz +1 more