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reaction$67009$ - Übersetzung nach niederländisch
![Isomerization of [[azobenzene]], induced by light (hν) or heat (Δ)](https://commons.wikimedia.org/wiki/Special:FilePath/Azobenzene isomerization de.svg?width=200 "Isomerization of [[azobenzene]], induced by light (hν) or heat (Δ)")
![peroxycarboxylic acid]]](https://commons.wikimedia.org/wiki/Special:FilePath/Baeyer-Villiger-Oxidation-V1.svg?width=200 "peroxycarboxylic acid]]")
![water]] on the products side in order for, as per the law of conservation of mass, the quantity of each element does not change during the reaction](https://commons.wikimedia.org/wiki/Special:FilePath/Combustion reaction of methane.jpg?width=200 "water]] on the products side in order for, as per the law of conservation of mass, the quantity of each element does not change during the reaction")
![[[Sodium chloride]] is formed through the redox reaction of sodium metal and chlorine gas](https://commons.wikimedia.org/wiki/Special:FilePath/Common-salt.jpg?width=200 "[[Sodium chloride]] is formed through the redox reaction of sodium metal and chlorine gas")
![[[Antoine Lavoisier]] developed the theory of combustion as a chemical reaction with oxygen.](https://commons.wikimedia.org/wiki/Special:FilePath/David - Portrait of Monsieur Lavoisier (cropped).jpg?width=200 "[[Antoine Lavoisier]] developed the theory of combustion as a chemical reaction with oxygen.")
![[[Ferrocene]] – an iron atom sandwiched between two C<sub>5</sub>H<sub>5</sub> [[ligand]]s](https://commons.wikimedia.org/wiki/Special:FilePath/Ferrocene-from-xtal-3D-balls.png?width=200 "[[Ferrocene]] – an iron atom sandwiched between two C<sub>5</sub>H<sub>5</sub> [[ligand]]s")
![In this [[Paterno–Büchi reaction]], a photoexcited carbonyl group is added to an unexcited [[olefin]], yielding an [[oxetane]].](https://commons.wikimedia.org/wiki/Special:FilePath/Paterno-Buchi reaction.svg?width=200 "In this [[Paterno–Büchi reaction]], a photoexcited carbonyl group is added to an unexcited [[olefin]], yielding an [[oxetane]].")
![Solid heterogeneous catalysts are plated on meshes in ceramic [[catalytic converter]]s in order to maximize their surface area. This exhaust converter is from a [[Peugeot 106]] S2 1100](https://commons.wikimedia.org/wiki/Special:FilePath/Pot catalytique vue de la structure.jpg?width=200 "Solid heterogeneous catalysts are plated on meshes in ceramic [[catalytic converter]]s in order to maximize their surface area. This exhaust converter is from a [[Peugeot 106]] S2 1100")
Definition
Wikipedia
The Wulff–Dötz reaction (also known as the Dötz reaction or the benzannulation reaction of the Fischer carbene complexes) is the chemical reaction of an aromatic or vinylic alkoxy pentacarbonyl chromium carbene complex with an alkyne and carbon monoxide to give a Cr(CO)3-coordinated substituted phenol. Several reviews have been published. It is named after the German chemist Karl Heinz Dötz (b. 1943) and the American chemist William D. Wulff (b. 1949) at Michigan State University. The reaction was first discovered by Karl Dötz and was extensively developed by his group and W. Wulff's group. They subsequently share the name of the reaction.
The position of the substituents is highly predictable with the largest alkyne substituent (RL) neighboring the phenol and the smallest alkyne substituent (RS) neighboring the methoxy group. Hence, this reaction is more useful for terminal alkynes than internal alkynes.
The phenol can be liberated from the chromium complex by a mild oxidation, such as ceric ammonium nitrate or air oxidation.
Since this reaction can quickly generate complex phenolic compounds, the Wulff–Dötz reaction has been used most often in the synthesis of natural products, especially Vitamins E and K. It is also applicable to the synthesis of polyphenolic compounds, such as calixarenes.
