Mechanistic Assessment of SNAr Displacement of Halides from 1-Halo-2,4-dinitrobenzenes by Selected Primary and Secondary Amines: Brønsted and Mayr Analyses-Reference-Cited by-同舟云学术

Mechanistic Assessment of SNAr Displacement of Halides from 1-Halo-2,4-dinitrobenzenes by Selected Primary and Secondary Amines: Brønsted and Mayr Analyses

Published:2012-10-09 Issue:21 Volume:77 Page:9738-9746
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Um Ik-Hwan,Im Li-Ra,Kang Ji-Sun,Bursey Samantha S.¹,Dust Julian M.¹

Affiliation:

1. Departments of Chemistry and Environmental Science, Grenfell Campus-Memorial University of Newfoundland, Corner Brook, Newfoundland and Labrador A2H 6P9, Canada

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo301862b

Reference90 articles.

1. The Effects of Ring Substituents and Leaving Groups on the Kinetics of SNAr Reactions of 1-Halogeno- and 1-Phenoxy-nitrobenzenes with Aliphatic Amines in Acetonitrile

2. Electronic and steric effects in theSNAr substitution reactions of substituted anilines with 2,4-dinitrophenyl 2,4,6-trinitrophenyl ether in acetonitrile

3. Reaction pathways for ambident aryloxide O- and C-nucleophiles inSNAr displacement versus Meisenheimer complex formation with picryl halides. Stereoelectronic effects on regioselectivity

4. The α-Effect in SNAr Substitutions − Reaction between Oximate Nucleophiles and 2,4-Dinitrofluorobenzene in Aqueous Solution

5. Carbanion reactivity, kinetic and equilibrium studies of σ-adduct formation and elimination in the reactions of 4-nitrobenzofurazan derivatives with nitroalkane anions

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