Wheel of Metathesis

The metathesis reactions classification!


Olefin/alkene metathesis is an organic reaction that entails the redistribution of alkenes fragments by the breaking and formation of C=C double bonds catalyzed by transition metals. It often creates fewer undesired by-products and hazardous wastes than alternative organic reactions because of the relative simplicity of olefin metathesis.
The most common catalysts in the Ruthenium-catalyzed olefin metathesis are Grubbs’ catalysts (first and second generation) and Hoveyda–Grubbs’ catalysts (first and second generations). The mechanism starts with the stable catalyst (16e–) initiation cycle, which theoretically can go either via a dissociative pathway (14e–), or an associative pathway (18e–), or an interchange pathway. After the loss of Styrene, the main catalytic cycle continues with the 'active' catalyst. The mechanism is rather complex and varies significantly depending on the substrate and catalyst.



Wheel of olefin metathesis: Click/tap to enlarge the image



Popular catalysts in the Ru-catalyzed olefin metathesis:

Click/tap to enlarge the image



Popular catalysts in the Ru-catalyzed olefin metathesis

(condensed form): Click/tap to enlarge the image


What other wheel(s) 🎡 of organic reactions would you like to see❓ Questions❓ Let Chemaficionado know in the comments below or at mychemistryhomework@gmail.com❗


Reference:

Valiulin, R. Organic Chemistry: 100 Must-Know Mechanisms; De Gruyter: Berlin, 2023.

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