Suzuki–Miyaura coupling, record ord-ee0b010fdc6143c4a710f481ed2e9f61
One recorded run of this reaction. Below is what the source recorded, and nothing added to it.
What was in the flask
| Role | Species | Formula | Yield |
|---|---|---|---|
| Reactant | 4-Chloroanisole | C₇H₇ClO | |
| Reactant | 4-Ethoxycarbonylphenylboronic acid | C₉H₁₁BO₄ | |
| Reagent | Water | H₂O | |
| Reagent | Potassium Phosphate, Tribasic | K₃O₄P | |
| Catalyst | Bis(1,5-cyclooctadiene)nickel | C₁₆H₂₄Ni | |
| Catalyst | PCyp(9THPQ)2 | C₂₉H₃₇N₂P | |
| Solvent | 1,4-Dioxane | C₄H₈O₂ | |
| Solvent | 1,4-Dioxane | C₄H₈O₂ | |
| Solvent | 1,4-Dioxane | C₄H₈O₂ | |
| Solvent | 1,4-Dioxane | C₄H₈O₂ | |
| Product | Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate | C₁₆H₁₆O₃ | 15% |
Conditions
- Temperature
- 60 °C
- Duration
- 2 hours
Yield
- 15% of Ethyl 4'-methoxy[1,1'-biphenyl]-4-carboxylate.
Procedure
Copied from the source record, unedited
pre-ligate Ni(cod)2 and phosphine ligand in dioxane for 15 minutes in a separate plate
The source
This record comes from experimental reaction archive (ord-ee0b010fdc6143c4a710f481ed2e9f61). Open the source and check it against what is on this page.
experimental reaction archive record ord-ee0b010fdc6143c4a710f481ed2e9f61 from dataset "Ni-catalyzed Suzuki Miyaura cross-coupling" (doi: 10.26434/chemrxiv.14388557.v1). No atom mapping is provided by the source.
How to read this record
This is one experiment, not a rule. It says that on one occasion these species were combined under these conditions and this came out. It does not say the reaction will give the same result on your substrate, and nothing on the page has been generalised into a claim that it would.
The pathway is a separate question, kept on separate pages. A mechanism here is the canonical arrow pushing for a class, run on real structures and labelled rule-derived. It is not evidence, and this record is not a mechanism.