Suzuki Coupling
Reactants
Product
9,10-dibromoanthracene
9-anthracene boronic acid
→
9,10-bis(9-anthracenyl)anthracene
AI/PubChem-generated SMILES are suggestions. Missing SMILES mean the compound could not be resolved confidently.
Reaction summary
- ID
- 1
- Reactants
- 9,10-dibromoanthracene; 9-anthracene boronic acid
- Reactants SMILES
- C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2Br)Br; B(C1=C2C=CC=CC2=CC3=CC=CC=C13)(O)O
- Intended product
- 9,10-bis(9-anthracenyl)anthracene
- Product SMILES
- C12=CC=CC=C1C=C3C(C=CC=C3)=C2C4=C(C=CC=C5)C5=C(C6=C(C=CC=C7)C7=CC8=C6C=CC=C8)C9=C4C=CC=C9
Conditions
- Catalyst
- PdCl2
- Base/acid
- KOH
- Solvent
- EtOH
- Temperature
- room temperature
- Reaction time
- overnight
Outcome and evidence
- Outcome
- wrong product
- Yield/conversion
- 0%
- Evidence
- 1H NMR aromatic region consistent with mono-substituted product; column isolation gave mono-substituted product; TLC showed reaction but messy; no clear evidence for bis-coupled product.
Original notes
Original notes are private to the contributor.