Sodium borohydride as a reagent for nucleophilic aromatic substitution by hydrogen: the role of hydride Meisenheimer adducts as reaction intermediates

1980 ◽  
pp. 243 ◽  
Author(s):  
Victor Gold ◽  
Adhid Y. Miri ◽  
Stephen R. Robinson
Keyword(s):  
Sodium Borohydride ◽  
Nucleophilic Aromatic Substitution ◽  
Reaction Intermediates ◽  
Aromatic Substitution

Evidences for the Key Role of Hydrogen Bonds in Nucleophilic Aromatic Substitution Reactions

2011 ◽  
Vol 17 (52) ◽  
pp. 14929-14934 ◽  
Author(s):  
Nicolas Chéron ◽  
Laurent El Kaïm ◽  
Laurence Grimaud ◽  
Paul Fleurat-Lessard
Keyword(s):  
Hydrogen Bonds ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Substitution Reactions

scholarly journals Machine learning meets mechanistic modelling for accurate prediction of experimental activation energies

2021 ◽  
Author(s):  
Kjell Jorner ◽  
Tore Brinck ◽  
Per-Ola Norrby ◽  
David Buttar
Keyword(s):  
Machine Learning ◽  
Activation Energies ◽  
Accurate Prediction ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Mechanistic Modelling

Hybrid reactivity models, combining mechanistic calculations and machine learning with descriptors, are used to predict barriers for nucleophilic aromatic substitution.

Enantioselective Nucleophilic Aromatic Substitution Reaction of Azlactones to Synthesize Quaternary α-Amino Acid Derivatives

Synlett ◽  
2020 ◽  
Author(s):  
Xiaohua Liu ◽  
Yi Li ◽  
Hao Pan ◽  
Wang-Yuren Li ◽  
Xiaoming Feng
Keyword(s):  
Hydrogen Bonding ◽  
Charge Transfer ◽  
Amino Acid ◽  
Substitution Reaction ◽  
Nucleophilic Aromatic Substitution ◽  
Amino Acid Derivatives ◽  
Amino Acid Esters ◽  
Aromatic Substitution ◽  
Charge Transfer Interaction ◽  
Acid Esters

AbstractAn asymmetric organocatalytic nucleophilic aromatic substitution reaction of azlactones with electron-deficient aryls was established. A variety of α-aryl α-alkyl α-amino acid esters and peptides were obtained in decent yields and stereoselectivities. A new bifunctional catalytic mode involving charge-transfer interaction and hydrogen bonding is proposed to explain the enantioselectivity.

Nucleophilic aromatic substitution using Et3SiH/cat. t-Bu-P4 as a system for nucleophile activation

2007 ◽  
pp. 2264 ◽  
Author(s):  
Masahiro Ueno ◽  
Misato Yonemoto ◽  
Masahiro Hashimoto ◽  
Andrew E. H. Wheatley ◽  
Hiroshi Naka ◽  
...  
Keyword(s):  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Nucleophile Activation
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