Aromatic nucleophilic substitutions with o- and p-fluoronitrobenzenes in aprotic solvents. Steric effects on the base-catalysed step

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The kinetics of the reaction between o- and p-fluoronitrobenzene with n- and iso-propylamine were studied in toluene and DMSO at several amine concentrations and temperatures in the range 30-100°C. The results show that contrary to the previous assumption, primary steric effects due to branching in...

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Detalles Bibliográficos
Autor principal: Nudelman, N.S
Otros Autores: Cerdeira, S.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 1986
Acceso en línea:Registro en Scopus
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100 1 |a Nudelman, N.S. 
245 1 0 |a Aromatic nucleophilic substitutions with o- and p-fluoronitrobenzenes in aprotic solvents. Steric effects on the base-catalysed step 
260 |c 1986 
270 1 0 |m Nudelman, N.S.; Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pab. 2, P. 3, 1428 Buenos Aires, Argentina 
506 |2 openaire  |e Política editorial 
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520 3 |a The kinetics of the reaction between o- and p-fluoronitrobenzene with n- and iso-propylamine were studied in toluene and DMSO at several amine concentrations and temperatures in the range 30-100°C. The results show that contrary to the previous assumption, primary steric effects due to branching in the amine do not produce a large decrease in the reaction rate when the first step is rate determining. However, reactions with bulky amines can be extremely slow because of the reduced power of the amine as a hydrogen-bond acceptor catalyst, when the second step is rate determining. The reaction rate may be increased by the addition of a non-nucleophilic base or another hydrogen-bond acceptor catalyst such as dimethyl sulphoxide.  |l eng 
593 |a Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pab. 2, P. 3, 1428 Buenos Aires, Argentina 
700 1 |a Cerdeira, S. 
773 0 |d 1986  |h pp. 695-698  |k n. 5  |x 1472779X  |t Journal of the Chemical Society, Perkin Transactions 2 
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