Ambident (chemistry)

In chemistry, '''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.<ref>Wiktionary definition</ref><ref>{{Cite web|url=https://www.merriam-webster.com/dictionary/ambident#:~:text=adjective,from%20two%20or%20more%20|title= Merriam- Webster definition}}</ref>

==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).<ref>[http://www.sigmaaldrich.com/etc/medialib/docs/Aldrich/Acta/al_acta_30_01.pdf Aldrichimica Acta Volume 30 No 4] (pdf) from [http://www.sigmaaldrich.com/chemistry/chemical-synthesis/learning-center/aldrichimica-acta.html Sigma-Aldrich]</ref>

==Ambident Nucleophile== {{See|Nucleophile#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.

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