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HRID 505846Erstellt: 26. Oktober 2026

Tris(1,1-dimethylethyl)phosphine → 8,9-Dihydrocyclopenta[def]phenanthrene

https://huagongshe.com/reaction/505846

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTris(1,1-dimethylethyl)phosphineHCID 83681—
Edukt2,6-dibromo-8,9-dihydro-4H-cyclopenta[def]phenanthreneHCID 12524367—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
Produkt8,9-Dihydrocyclopenta[def]phenanthreneHCID 605749—

Reaktionsschritte

The compound 2 (0.65 g, 1.747 mmol), bis(4-biphenyl)amine (TCI Corp.) (1.40 g, 4.37 mmol), sodium tert-butoxide (0.51 g, 0.5 mmol), Pd2(dba)3 [(tris(dibenzylidene acetone) dipalladium(0))] (0.08 g, 0.087 mmol), and tri(tert-butyl)phosphine (0.017 g, 0.087 mmol) in a 50 ml round bottom flask were dissolved with toluene (10 mL), and the reaction mixture was refluxed for 12 hours. After the reaction was terminated, the reaction solution was cooled to room temperature and extracted with distilled water (100 ml). The combined organic layers were dried over MgSO4, concentrated, and purified by silica gel column chromatography. The eluate was concentrated and dried to give a material 1 represented by Formula 9 (1.1 g, yield: 75%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07781579B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-8b7c8c2324154b9ca43810a032ea800f
Quellennotizuspto-grants-2010_08