Changing views on the mechanism of base catalysis in nucleophilic aromatic substitution. Kinetics of reactions of nitroaryl ethers with piperidine and with n-butylamine in aqueous dioxane

Claude F. Bernasconi; Rita H. De Rossi; Peter Schmid

doi:10.1021/ja00454a030

Changing views on the mechanism of base catalysis in nucleophilic aromatic substitution. Kinetics of reactions of nitroaryl ethers with piperidine and with n-butylamine in aqueous dioxane

Journal of the American Chemical Society ◽

10.1021/ja00454a030 ◽

1977 ◽

Vol 99 (12) ◽

pp. 4090-4101 ◽

Cited By ~ 22

Author(s):

Claude F. Bernasconi ◽

Rita H. De Rossi ◽

Peter Schmid

Keyword(s):

Base Catalysis ◽

Nucleophilic Aromatic Substitution ◽

Aqueous Dioxane ◽

Aromatic Substitution ◽

Kinetics Of

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ChemInform Abstract: CHANGING VIEWS ON THE MECHANISM OF BASE CATALYSIS IN NUCLEOPHILIC AROMATIC SUBSTITUTION. KINETICS OF REACTIONS OF NITROARYL ETHERS WITH PIPERIDINE AND WITH N-BUTYLAMINE IN AQUEOUS DIOXANE

Chemischer Informationsdienst ◽

10.1002/chin.197737069 ◽

1977 ◽

Vol 8 (37) ◽

pp. no-no

Author(s):

C. F. BERNASCONI ◽

R. H. DE ROSSI ◽

P. SCHMID

Keyword(s):

Base Catalysis ◽

Nucleophilic Aromatic Substitution ◽

Aqueous Dioxane ◽

Aromatic Substitution ◽

Kinetics Of

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Intermediates in nucleophilic aromatic substitution. Part 23. Kinetics of spiro meisenheimer complex formation from 3,6-dimethylcatechol 2,4,6-trinitrophenyl ether. Competition between a trapping and a preassociation mechanism

Journal of the American Chemical Society ◽

10.1021/ja00224a038 ◽

1988 ◽

Vol 110 (16) ◽

pp. 5498-5505 ◽

Cited By ~ 4

Author(s):

Claude F. Bernasconi ◽

Douglas E. Fairchild

Keyword(s):

Complex Formation ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Kinetics Of

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Intermediates in nucleophilic aromatic substitution. 16. Toward a complete characterization of the mechanism of nucleophilic aromatic substitution by an amine. Kinetics of spiro Meisenheimer complexes derived from N-methylethanolamine

Journal of the American Chemical Society ◽

10.1021/ja00442a023 ◽

1976 ◽

Vol 98 (26) ◽

pp. 8451-8459 ◽

Cited By ~ 16

Author(s):

Claude F. Bernasconi ◽

Constantin L. Gehriger ◽

Rita H. De Rossi

Keyword(s):

Complete Characterization ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Meisenheimer Complexes ◽

Kinetics Of

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ChemInform Abstract: Kinetics of Nucleophilic Aromatic Substitution in Concentrated Solutions of Alkali Metal Methoxides in Methanol.

ChemInform ◽

10.1002/chin.199132063 ◽

2010 ◽

Vol 22 (32) ◽

pp. no-no

Author(s):

A. BAGNO ◽

G. SCORRANO ◽

F. TERRIER

Keyword(s):

Alkali Metal ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Concentrated Solutions ◽

Kinetics Of

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Kinetics of the reactions of fluoro- or chloro-2,4-dinitrobenzene with n-butyl-, s-butyl- or t-butyl-amine in benzene. Further evidence for an addition intermediate in nucleophilic aromatic substitution

Journal of the Chemical Society B Physical Organic ◽

10.1039/j29680001200 ◽

1968 ◽

pp. 1200 ◽

Cited By ~ 1

Author(s):

Francesco Pietra ◽

Dario Vitali

Keyword(s):

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Butyl Amine ◽

Kinetics Of

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ChemInform Abstract: Intermediates in Nucleophilic Aromatic Substitution. Part 23. Kinetics of Spiro Meisenheimer Complex Formation from 3,6-Dimethylcatechol 2,4,6-Trinitrophenyl Ether. Competition Between a Trapping and a Preassociation Mechanism.

ChemInform ◽

10.1002/chin.198847057 ◽

1988 ◽

Vol 19 (47) ◽

Author(s):

C. F. BERNASCONI ◽

D. E. FAIRCHILD

Keyword(s):

Complex Formation ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Kinetics Of

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ChemInform Abstract: Base Catalysis in Nucleophilic Aromatic Substitution Reactions: Evidence for Cyclic Transition State Mechanism Over the Dimer Mechanism in a Non-polar Aprotic Solvent.

Chemischer Informationsdienst ◽

10.1002/chin.198631115 ◽

1986 ◽

Vol 17 (31) ◽

Author(s):

O. BANJOKO ◽

C. EZEANI

Keyword(s):

Transition State ◽

Aprotic Solvent ◽

Base Catalysis ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Substitution Reactions ◽

Cyclic Transition ◽

Polar Aprotic Solvent ◽

Cyclic Transition State

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Base catalysis in nucleophilic aromatic substitution reactions: evidence for cyclic transition state mechanism over the dimer mechanism in a non-polar aprotic solvent

Journal of the Chemical Society Perkin Transactions 2 ◽

10.1039/p29860000531 ◽

1986 ◽

pp. 531 ◽

Cited By ~ 15

Author(s):

Olayinka Banjoko ◽

Chike Ezeani

Keyword(s):

Transition State ◽

Aprotic Solvent ◽

Base Catalysis ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Substitution Reactions ◽

Cyclic Transition ◽

Polar Aprotic Solvent ◽

Cyclic Transition State

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ChemInform Abstract: INTERMEDIATES IN NUCLEOPHILIC AROMATIC SUBSTITUTION. 17. KINETICS OF SPIRO MEISENHEIMER COMPLEXES. EFFECT OF RING SIZE

Chemischer Informationsdienst ◽

10.1002/chin.197809080 ◽

1978 ◽

Vol 9 (9) ◽

Author(s):

C. F. BERNASCONI ◽

J. R. GANDLER

Keyword(s):

Nucleophilic Aromatic Substitution ◽

Ring Size ◽

Aromatic Substitution ◽

Meisenheimer Complexes ◽

Kinetics Of

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Influence of the o-nitro group on base catalysis in nucleophilic aromatic substitution. Reactions in Benzene Solution.

The Journal of Organic Chemistry ◽

10.1021/jo00863a010 ◽

1976 ◽

Vol 41 (1) ◽

pp. 44-49 ◽

Cited By ~ 30

Author(s):

Claude F. Bernasconi ◽

Rita H. De Rossi

Keyword(s):

Nitro Group ◽

Benzene Solution ◽

Base Catalysis ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution ◽

Substitution Reactions

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