A nucleophilic aromatic substitution is a substitution reaction in organic chemistry in which the nucleophile displaces a good leaving group, such as a halide, on an aromatic ring. There are 6 nucleophilic substitution mechanisms encountered with aromatic systems:
- the SNAr (addition-elimination) mechanism
- the aromatic SN1 mechanism encountered with diazonium salts
- the benzyne mechanism
- the free radical SRN1 mechanism
- the ANRORC mechanism
- Vicarious nucleophilic substitution.
The most important of these is the SNAr mechanism, where electron withdrawing groups activate the ring towards nucleophilic attack, for example if there are nitro functional groups positioned ortho or para to the halide leaving group.
Read more about Nucleophilic Aromatic Substitution: SNAr Reaction Mechanism, Nucleophilic Aromatic Substitution Reactions, Asymmetric Nucleophilic Aromatic Substitution
Famous quotes containing the words aromatic and/or substitution:
“Die of a rose in aromatic pain?”
—Alexander Pope (1688–1744)
“Virtue is the adherence in action to the nature of things, and the nature of things makes it prevalent. It consists in a perpetual substitution of being for seeming, and with sublime propriety God is described as saying, I A—.”
—Ralph Waldo Emerson (1803–1882)