2-Pyridone and Derivatives: Gas-Phase Acidity, Proton Affinity, Tautomer Preference, and Leaving Group Ability

2011 ◽  
Vol 77 (4) ◽  
pp. 1623-1631 ◽  
Author(s):  
Anna Zhachkina Michelson ◽  
Aaron Petronico ◽  
Jeehiun K. Lee
Keyword(s):  
Gas Phase ◽  
Proton Affinity ◽  
Gas Phase Acidity ◽  
Leaving Group ◽  
Leaving Group Ability

scholarly journals Experimental and Computational Studies on the Gas-Phase Acidity of 5,5-Dialkyl Barbituric Acids

2021 ◽  
Author(s):  
Juan Z. Dávalos-Prado ◽  
Javier González ◽  
Josep M. Oliva-Enrich ◽  
Emma J. Urrunaga ◽  
Alexsandre F. Lago
Keyword(s):  
Gas Phase ◽  
Computational Studies ◽  
Gas Phase Acidity

scholarly journals Gas-phase acidity of sulfonamides: implications for reactivity and prodrug design

Tetrahedron ◽  
2005 ◽  
Vol 61 (10) ◽  
pp. 2705-2712 ◽  
Author(s):  
J.R.B. Gomes ◽  
P. Gomes
Keyword(s):  
Gas Phase ◽  
Gas Phase Acidity

Leaving group ability in base-promoted alkene-forming 1,2-eliminations

1975 ◽  
pp. 940 ◽  
Author(s):  
Donald R. Marshall ◽  
Patsy J. Thomas ◽  
Charles J. M. Stirling
Keyword(s):  
Leaving Group ◽  
Leaving Group Ability

scholarly journals Leaving Group Ability in Nucleophilic Aromatic Amination by Sodium Hydride–Lithium Iodide Composite

Synthesis ◽  
2019 ◽  
Vol 52 (03) ◽  
pp. 393-398
Author(s):  
Jia Hao Pang ◽  
Derek Yiren Ong ◽  
Kohei Watanabe ◽  
Ryo Takita ◽  
Shunsuke Chiba
Keyword(s):  
Nucleophilic Substitution ◽  
Methoxy Group ◽  
Sodium Hydride ◽  
Lithium Iodide ◽  
Substitution Reactions ◽  
Computational Approaches ◽  
Nucleophilic Substitution Reactions ◽  
Leaving Group ◽  
Leaving Group Ability

The methoxy group is generally considered as a poor leaving group for nucleophilic substitution reactions. This work verified the superior ability of the methoxy group in nucleophilic amination of arenes mediated by the sodium hydride and lithium iodide through experimental and computational approaches.

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