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Suzuki–Miyaura coupling, record ord-ba0bcf8e33474549ab6ad2b1d6182705

One recorded run of this reaction. Below is what the source recorded, and nothing added to it.

verified record9% yield recordedNot balanced as writtenFrom experimental reaction archive

Reactants and products as the record gives them. Reagents, catalysts and solvents are listed below rather than drawn.

Open this record in the Reaction LabThe atom map, the animation and the records that run the same transformation.

What was in the flask

RoleSpeciesFormulaYield
Reactant4-ChloroanisoleC₇H₇ClO
Reactant4-(Trifluoromethyl)phenylboronic acidC₇H₆BF₃O₂
ReagentWaterH₂O
ReagentPotassium Phosphate, TribasicK₃O₄P
CatalystBis(1,5-cyclooctadiene)nickelC₁₆H₂₄Ni
CatalystPAd2nBu, CataCXium AC₂₄H₃₉P
Solvent1,4-DioxaneC₄H₈O₂
Solvent1,4-DioxaneC₄H₈O₂
Solvent1,4-DioxaneC₄H₈O₂
Solvent1,4-DioxaneC₄H₈O₂
Product4-Methoxy-4'-trifluoromethyl-biphenylC₁₄H₁₁F₃O9%

The equation does not balance as written. That is usual for an experimental record: the source listed what it put in and what it measured, not a stoichiometric equation.

Conditions

Temperature
60 °C
Duration
2 hours

Only the dimensions the source stated are listed. Anything absent here was not recorded, and it is not inferred from what the class usually needs.

Yield

  • 9% of 4-Methoxy-4'-trifluoromethyl-biphenyl.

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-ba0bcf8e33474549ab6ad2b1d6182705). Open the source and check it against what is on this page.

  • experimental reaction archive record ord-ba0bcf8e33474549ab6ad2b1d6182705 from dataset "Ni-catalyzed Suzuki Miyaura cross-coupling" (doi: 10.26434/chemrxiv.14388557.v1). No atom mapping is provided by the source.

    experimental record · quality high · source

experimental reaction record.

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.