Diazonium Salts as Nitrogen-Based Lewis Acids

Aryldiazonium salts are widely used in many organic transformations with displacement of N₂ or through addition to the terminal nitrogen. Such aryldiazonium salts can be viewed as N-based Lewis acids that can react with Lewis bases to synthesize a wide variety of azo compounds. Additionally, diazonium salts are known to undergo single-electron transfer and release N₂, forming an aryl radical, which results in different reactivity. Herein, we provide a concise overview of the reactivity of aryldiazonium salts undergoing classical donor-acceptor reactivity or single-electron transfer.

Key words

diazonium salts - donor–acceptor adducts - N-based Lewis acids - phosphines - carbenes - radicals

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References

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