Editing Heck reaction (section)

== Variations ==

===Ionic liquid Heck reaction===
In the presence of an [[ionic liquid]] a Heck reaction proceeds in absence of a phosphorus ligand. In one modification palladium acetate and the ionic liquid [[bmim|(bmim)PF<sub>6</sub>]] are immobilized inside the cavities of reversed-phase [[silica gel]].<ref>{{cite journal | title = Sustainable Mizoroki–Heck reaction in water: remarkably high activity of Pd(OAc)<sub>2</sub> immobilized on reversed phase silica gel with the aid of an ionic liquid | journal = [[Chem. Commun.]] | year = 2005 | issue = 23 | pages = 2942–2944 | doi = 10.1039/b502528a | author = Hagiwara, Hisahiro | last2 = Sugawara | first2 = Yoshitaka | last3 = Hoshi | first3 = Takashi | last4 = Suzuki | first4 = Toshio | pmid = 15957033}}</ref> In this way the reaction proceeds in water and the catalyst is re-usable.
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[[File:Heck siloxane.svg|center|300px|Siloxane application]]
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! Siloxane application
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=== Heck oxyarylation ===
In the '''Heck oxyarylation''' modification the palladium substituent in the syn-addition intermediate is displaced by a hydroxyl group and the reaction product contains a [[dihydrofuran]] ring.<ref>{{cite journal | title = Further insight into the mechanism of Heck oxyarylation in the presence of chiral ligands |author1=Lorand Kiss |author2=Tibor Kurtan |author3=Sandor Antus |author4=Henri Brunner | journal = [[Arkivoc]] | pages= GB–653J | year = 2003 | url = http://www.arkat-usa.org/ark/journal/2003/I05_Bernath/GB-653J/GB-653J.asp }}</ref>
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[[File:Heck oxyarylation.svg|center|500px|Heck oxyarylation]]
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! Heck oxyarylation
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=== Amino-Heck reaction ===
In the '''amino-Heck reaction''' a [[nitrogen]] to [[carbon]] bond is formed. In one example,<ref>{{cite journal | title = Palladium(0)-catalyzed synthesis of pyridines from β-acetoxy-γ,δ-unsaturated ketone oximes |author1=Mitsuru Kitamura |author2=Daisuke Kudo |author3=Koichi Narasaka | journal = [[Arkivoc]] | pages = JC–1563E | year = 2005 | url = http://www.arkat-usa.org/ark/journal/2006/I03_Coxon/1563/1563.asp}}</ref> an [[oxime]] with a strongly electron withdrawing group reacts [[Intramolecular reaction|intramolecular]]ly with the end of a [[diene]] to form a [[pyridine]] compound. The [[catalyst]] is [[tetrakis(triphenylphosphine)palladium(0)]] and the base is [[triethylamine]]. 
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[[File:Heck amino.svg|center|400px|Amino-Heck reaction]]
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! Amino-Heck reaction
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