nucleophilic aromatic substitution

Nucleophilic aromatic substitution takes place with leaving groups at C2.

The reaction is a manifestation of nucleophilic aromatic substitution.

It is an intramolecular nucleophilic aromatic substitution of the type:

In contrast to regular nucleophilic aromatic substitution, deactivating groups on the arene are not required.

Nucleophilic aromatic substitution is not limited to arenes, however; the reaction takes place even more readily with heteroarenes.

They undergo electrophilic substitution reactions and nucleophilic aromatic substitutions.

The following is the reaction mechanism of a nucleophilic aromatic substitution of 2,4-dinitrochlorobenzene in a basic aqueous solution.

The latter have high electron density and enter nucleophilic aromatic substitution only with very strong electron withdrawing groups.

Aryl halides do not participate in conventional SN2 nucleophilic aromatic substitution reactions.

These include hydrocracking, hydrogenation, alkylation (S2), oxidation, metalation and nucleophilic aromatic substitution.

Under certain conditions nucleophilic substitutions may occur, via other mechanisms such as those described in the nucleophilic aromatic substitution article.

In the final step tert-butyllithium acts as a nucleophile in another nucleophilic aromatic substitution through an anionic intermediate.

One study reported a nucleophilic aromatic substitution on one of the pentafluorinephenyl rings by dimesityl phosphane:

Electron-poor aromatic compounds undergo nucleophilic aromatic substitution in the presence of nitrile anions.

It is synthesized by nucleophilic aromatic substitution between aromatic dihalides and bisphenolate salts.

These complexes are found as reactive intermediates in nucleophilic aromatic substitution but stable and isolated Meisenheimer salts are also known.

Therefore electrophilic aromatic substitution is more difficult while nucleophilic aromatic substitution is facilitated.

Tropone derivatives also react in nucleophilic substitution very much like in nucleophilic aromatic substitution.

The electron-withdrawing nature of the appended nitro-group makes the benzene ring especially susceptible to nucleophilic aromatic substitution, unlike related chlorobenzene.

Nucleophilic aromatic substitution is a method of destroying low-concentration PCB mixtures in oils, such as transformer oil.

- Oleg Chupakhin - 20 March 2008 - "Nucleophilic aromatic substitution of hydrogen-an efficient synthetic methodology"

The accident occurred in building B. The chemical 2,4,5-trichlorophenol (2) was being produced there from 1,2,4,5-tetrachlorobenzene (1) by the nucleophilic aromatic substitution reaction with sodium hydroxide.

The lithiation is a nucleophilic aromatic substitution and the subsequent reaction to the sulfoxide an electrophilic aromatic substitution.

As in other nucleophilic aromatic substitutions the arene requires activation by an electron-withdrawing group preferably in the aromatic ortho position.

The reaction mechanism for this reaction is based on a catalytic cycle with cyanuric chloride activating the hydroxyl group via a nucleophilic aromatic substitution.