What is the Difference Between Heck Stile and Suzuki Reaction?
🆚 Go to Comparative Table 🆚The Heck Stile Reaction and the Suzuki Reaction are both organic reactions categorized as coupling reactions, which involve the formation of carbon-carbon bonds. The key difference between the two reactions lies in the type of substrates involved in the coupling process:
- Heck Reaction: This reaction involves the coupling of an organotin compound with a halide compound. It is also known as the Heck-Mizoroki Cross-Coupling reaction and is characterized by high chemoselectivity, mild reaction conditions, low toxicity, and cost.
- Suzuki Reaction: This reaction involves the coupling of boronic acid with an organohalide compound. It is also known as the Suzuki-Miyaura Cross-Coupling reaction. The Suzuki reaction is widely used in organic synthesis, including the synthesis of intermediates for pharmaceuticals and the construction of crucial sp²-sp² bonds, such as in Valsartan.
Both reactions have their unique advantages and applications in organic chemistry, but they share the common goal of forming carbon-carbon bonds through the coupling of different substrates.
Comparative Table: Heck Stile vs Suzuki Reaction
The Heck, Stile, and Suzuki reactions are organic coupling reactions that involve the formation of carbon-carbon bonds. Here is a table comparing the differences between the Heck and Suzuki reactions:
Reaction | Coupling Partners | Catalyst | Mechanism | Base | Applications |
---|---|---|---|---|---|
Heck | Unsaturated halide with an organic compound | Pd | Oxidative addition, transmetalation, reductive elimination | Synthesis of intermediates for pharmaceuticals or fine chemicals | |
Suzuki | Boronic acid with an organohalide compound | Pd | Oxidative addition, transmetalation, reductive elimination | Base (e.g., NaOH or KOH) | Synthesis of intermediates for pharmaceuticals or fine chemicals, conjugated systems of alkenes, styrenes, or biaryl compounds |
The key difference between the Heck and Suzuki reactions is the type of coupling partners involved. In the Heck reaction, an unsaturated halide is coupled with an organic compound, while in the Suzuki reaction, a boronic acid is coupled with an organohalide compound. Both reactions involve a palladium catalyst and proceed through a similar mechanism, including oxidative addition, transmetalation, and reductive elimination.
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