Pentafluorobenzene → 4,4,5,5-Tetramethyl-2-(pentafluorophenyl)-1,3,2-dioxaborolane

HRID 1490558

Reaktionsgleichung

Reaktionsgleichung von HRID 1490558
Fc1cc(F)c(F)c(F)c1F>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.COC1CCCC1.C[OH2+].C[OH2+].[Ir].[Ir].c1ccc(N2B(B3Nc4ccccc4N3c3ccccn3)Nc3ccccc32)nc1>CC1(C)OB(c2c(F)c(F)c(F)c(F)c2F)OC1(C)C

Komponenten

6

Edukt 1

HCID 9696Pentafluorobenzene

Produkt 1

HCID 230657134,4,5,5-Tetramethyl-2-(pentafluorophenyl)-1,3,2-dioxaborolaneAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 2733548Bis(pinacolato)diboraneReagenzHCID 122380799HCID 122380799, VerbindungReagenzHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumKatalysatorHCID 138539Cyclopentyl methyl etherLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

The general procedure A was followed using 1,2,3,4,5-pentafluorobenzene (55.4 uL, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 16 hours at 100 oC. 5n was obtained as colorless oil (128.2 mg, 87%) after purification by silica gel flash chromatography (EtOAc/PE=1:10 v/v).

Quellen und Nachweise

ORD-Eintrag
ord-54534f29ec2f4a67ac86529f28d9ea02
Quelldatensatz
Borylation dataset from Roche

Verknüpfte Notizen

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