Octet / Reactions
Heck Reaction
Heck Reaction (Coupling.) Converts c1ccccc1Br to c1ccccc1/C=C/C using Alkene, Pd(OAc)₂, base (Et₃N), phosphine ligand.
Coupling
Reaction details
Name
Heck Reaction
Type
Coupling
Starting Material
c1ccccc1Br
Product
c1ccccc1/C=C/C
Reagents
Alkene
Pd(OAc)₂
base (Et₃N)
phosphine ligand
Mechanism
- Smiles
c1ccccc1Br
- Description
Aryl halide
- Smiles
C=CC
- Description
Propene (alkene coupling partner)
- Smiles
c1ccccc1/C=C/C
- Description
Trans-β-methylstyrene (E-alkene major)
Tips
Aryl halide + Alkene → Substituted alkene
Generally gives trans (E) product
Nobel Prize 2010 (Heck)
No organometallic partner needed (unlike Suzuki)
Related Reactions
suzuki-coupling
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