1-Chloro-4-(trifluoromethyl)benzene → 4-Methoxy-4'-trifluoromethyl-biphenyl

Reaktionsgleichung

COc1ccc(B(O)O)cc1.FC(F)(F)c1ccc(Cl)cc1>C1=C\CC/C=C\CC/1.C1=C\CC/C=C\CC/1.C1COCCO1.COc1ccc(C)c(-c2c(C(C)C)cc(C(C)C)cc2C(C)C)c1P(C(C)(C)C)C(C)(C)C.O.O=P([O-])([O-])[O-].[K+].[K+].[K+].[Ni]>COc1ccc(-c2ccc(C(F)(F)F)cc2)cc1

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

pre-ligate Ni(cod)2 and phosphine ligand in dioxane for 15 minutes in a separate plate

Aufarbeitung

additionDilute with acetonitrile
aliquotKeine Vorschrift aufgezeichnet
customDiluent solution was made in 1 L batches with 950 mL acetonitrile, 25 mL water, 25 mL glacial acetic acid, and 53 mg 4,4’-di-tert-butylbiphenyl as an external standard (0.2 equiv standard per reaction). Aliquot taken from each well (47 ul) is added into 753 ul of diluent solution

Quellen und Nachweise

ORD-Eintrag: ord-c54910c9415c4bc290e7439e46a7db0c
Quelldatensatz: Ni-catalyzed Suzuki Miyaura cross-coupling
DOI: 10.26434/chemrxiv.14388557.v1
Originallink: Quelle ansehen

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Komponenten

Edukt 2

HCID 73941-Chloro-4-(trifluoromethyl)benzene

HCID 201262(4-Methoxyphenyl)boronic acid

Produkt 1

HCID 112074784-Methoxy-4'-trifluoromethyl-biphenylAusbeute 17 %

Reagenzien, Katalysatoren, Lösungsmittel 5

HCID 962WaterReagenz

HCID 62657Potassium Phosphate, TribasicReagenz

HCID 6433264Bis(1,5-cyclooctadiene)nickelKatalysator

HCID 56641709(2',4'-Diisopropyl-3-methoxy-6-methyl-6'-propyl-2-biphenylyl)[bis(2-methyl-2-propanyl)]phosphineKatalysator

HCID 312751,4-DioxaneLösungsmittel4×

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

pre-ligate Ni(cod)2 and phosphine ligand in dioxane for 15 minutes in a separate plate

Aufarbeitung

additionDilute with acetonitrile
aliquotKeine Vorschrift aufgezeichnet
customDiluent solution was made in 1 L batches with 950 mL acetonitrile, 25 mL water, 25 mL glacial acetic acid, and 53 mg 4,4’-di-tert-butylbiphenyl as an external standard (0.2 equiv standard per reaction). Aliquot taken from each well (47 ul) is added into 753 ul of diluent solution

Quellen und Nachweise

ORD-Eintrag: ord-c54910c9415c4bc290e7439e46a7db0c
Quelldatensatz: Ni-catalyzed Suzuki Miyaura cross-coupling
DOI: 10.26434/chemrxiv.14388557.v1
Originallink: Quelle ansehen

Notizen zur Reaktion

Wird geladen…