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Suzuki–Miyaura coupling, record ord-d7736b72ed6c4d45b24ed34957ba299a

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

verified record83% 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
Reactant1-Chloro-4-(trifluoromethyl)benzeneC₇H₄ClF₃
Reactant(4-Methoxyphenyl)boronic acidC₇H₉BO₃
ReagentWaterH₂O
ReagentPotassium Phosphate, TribasicK₃O₄P
CatalystBis(1,5-cyclooctadiene)nickelC₁₆H₂₄Ni
CatalystPCy(3,5-tBu2-Ph)2C₃₄H₅₃P
Solvent1,4-DioxaneC₄H₈O₂
Solvent1,4-DioxaneC₄H₈O₂
Solvent1,4-DioxaneC₄H₈O₂
Solvent1,4-DioxaneC₄H₈O₂
Product4-Methoxy-4'-trifluoromethyl-biphenylC₁₄H₁₁F₃O83%

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
45 minutes

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

  • 83% 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-d7736b72ed6c4d45b24ed34957ba299a). Open the source and check it against what is on this page.

  • experimental reaction archive record ord-d7736b72ed6c4d45b24ed34957ba299a 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.