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Mechanism of aromatic nucleophilic substitution
Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, 19761. A mechanism was proposed for aromatic nucleophilic substitution, which consists in attack of the nucleophile on the substituted bond, with electron transfer to the aromatic substrate and the formation of a pair of free radicals. 2.
A. I. D'yachenko, A. I. Ioffe
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Nucleophilic aromatic substitution with dialkoxycarbenes
Canadian Journal of Chemistry, 1997Dimethoxycarbene, generated at 110 °C by thermolysis of 2,2-dimethoxy-5,5-dimethyl-Δ3-1,3,4-oxadiazoline, displaces fluoride from aromatic rings that are activated with electron-withdrawing groups. Intermolecular substitution on Sanger's reagent and on hexafluorobenzene are reported, together with intramolecular substitution by a dioxycarbene with a ...
Joseph P. Ross +2 more
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Nucleophilic aromatic substitution
1992This chapter focuses on nucleophilic aromatic substitution. In the case of alkyl halides, two main modes of nucleophilic substitution are possible. For those halides which can dissociate to give a stable carbocation this is the rate determining step.
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Nucleophilic Aromatic Substitution
ChemInform, 2002AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
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Intermediates in nucleophilic aromatic substitution
Journal of the American Chemical Society, 1987On reetudie les reactions des chlorures et sulfonate de picryle et du dinitro-1,3,5 benzene avec OH − dans H 2 O et H 2 O ...
Radu Bacaloglu +2 more
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Directed nucleophilic aromatic substitution reaction
Chemical CommunicationsIn this study, we discovered a directed nucleophilic aromatic substitution reaction, “directed SNAr (dSNAr),” in the reaction of ortho -iodobezamides and amine in the presence of pyridine.
Yasuyuki Nitta +3 more
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Nucleophilic aromatic substitution reactions
Tetrahedron, 1966Abstract One- and two-step mechanisms for nucleophilic aromatic substitution reactions are discussed by means of a molecular orbital treatment, in a modified Huckel approximation. A correlation between experimental and theoretical activation energies was found for reactions of fluoro-, chloro-, bromo-benzenes and -naphthalenes carrying one or two ...
S. Carrà, M. Raimondi, M. Simonetta
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Aromatic nucleophilic substitution—II
Tetrahedron, 1973Abstract The intermediates in the reactions of 2,4-dinitro-(2) or 2,4,5-trinitro-1-naphthyl ethyl ether (11) with secondary amines have been studied. In the reaction of 2 with piperidine, the NMR spectrum of the reaction system indicated the coexistence of the three species-starting material, Meisenheimer complex, and substituted product.
S. Sekiguchi +4 more
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Helvetica Chimica Acta, 1975
AbstractThe kinetics of the SNAr reactions of aniline and N‐methylaniline with a variety of substituted nitrochlorobenzenes in acetonitrile demonstrate that the formation of the intermediate σ‐complex is rate determining. The ratio of the rate constants of the aniline and the N‐methylaniline reactions (kA/kM) increases with increasing size of the 6 ...
Walter Eggimann +2 more
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AbstractThe kinetics of the SNAr reactions of aniline and N‐methylaniline with a variety of substituted nitrochlorobenzenes in acetonitrile demonstrate that the formation of the intermediate σ‐complex is rate determining. The ratio of the rate constants of the aniline and the N‐methylaniline reactions (kA/kM) increases with increasing size of the 6 ...
Walter Eggimann +2 more
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