Ambident

Ambident is a molecule or group that has two alternative and interacting reaction sites, to either of which a bond may be made during a reaction, in Chemistry.^[1]^[2]

Ambident dienophile

Ambident dienophile 57 reacts with DAPC 54 at the cyclobutene π-bond to produce ligand 58; in contrast, the related ambident dienophile 59 reacts with DAPC 54 at the naphthoquinone π-center to produce adduct 60 (lack of shielding of the methylene protons supports the stereochemical assignment).^[3]

Ambident Nucleophile

An Ambident nucleophile refers to an anionic nucleophile that exhibits resonance delocalization of its negative charge over two unlike atoms or over two like but non-equivalent atoms. Enolate ions are Ambident Nucleophile.

References

↑ Wiktionary definition
↑ "Merriam- Webster definition". https://www.merriam-webster.com/dictionary/ambident#:~:text=adjective,from two or more .
↑ Aldrichimica Acta Volume 30 No 4 (pdf) from Sigma-Aldrich

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[1] Wiktionary definition

[2] "Merriam- Webster definition". https://www.merriam-webster.com/dictionary/ambident#:~:text=adjective,from two or more .

[3] Aldrichimica Acta Volume 30 No 4 (pdf) from Sigma-Aldrich

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