Aromatic nucleophilic substitution. Specific salt effects on rate constants with benzyltrimethylammonium methoxide in methanol

1968 ◽  
Vol 33 (9) ◽  
pp. 3510-3513 ◽  
Author(s):  
Wayne Hostetler ◽  
John D. Reinheimer
Keyword(s):  
Nucleophilic Substitution ◽  
Rate Constants ◽  
Aromatic Nucleophilic Substitution ◽  
Salt Effects

Reactions of 1-substituted 2,4-dinitrobenzenes with diamines and anilines : the question of base catalysis by amines

1975 ◽  
Vol 28 (11) ◽  
pp. 2521 ◽  
Author(s):  
HH Lee ◽  
L Main
Keyword(s):  
Charge Transfer ◽  
Nucleophilic Substitution ◽  
Rate Constants ◽  
Aromatic Amines ◽  
Aliphatic Amine ◽  
Base Catalysis ◽  
Complex Mechanism ◽  
Aromatic Nucleophilic Substitution ◽  
Second Stage ◽  
Catalytic Effects

Calculated second-order rate constants for the reactions of ethane-1,2- diamine and propane-1,3-diamine with 1-chloro-2,4-dinitrobenzene in methanol and with 2,4-dinitro-1-phenoxybenzene in dioxan/water (3 : 2) are mildly dependent on amine concentration. The catalysis is no weaker than that for monoamines and this is adduced as evidence suggesting that it does not represent base catalysis in the second stage of the intermediate-complex mechanism for activated aromatic nucleophilic substitution. ��� The aromatic amines m-anisidine, aniline, p-toluidine and p- anisidine mildly catalyse their own aminolysis reactions with 1-fluoro- 2,4-dinitrobenzene in methanol; the catalytic effects are not significantly smaller than that for the more strongly basic aliphatic amine butylamine. Contrary to an earlier report, there is no kinetic evidence to support charge-transfer complexing in the reaction of aniline with 1-fluoro-2,4-dinitrobenzene.

ChemInform Abstract: Aromatic Nucleophilic Substitution Reactions of Activated N- Arylpyrazoles with Formamides.

ChemInform ◽  
2010 ◽  
Vol 27 (21) ◽  
pp. no-no
Author(s):  
C. I. CHIRIAC ◽  
V. LUPU ◽  
F. CHIRIAC ◽  
R. ROPOT ◽  
M. TIBIRNA ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reactions ◽  
Aromatic Nucleophilic Substitution ◽  
Nucleophilic Substitution Reactions
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