Formula: C8H7BrO2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine, is researched, Molecular C8H7BrO2, CAS is 52287-51-1, about SYNPHOS, a new chiral diphosphine ligand: synthesis, molecular modeling and application in asymmetric hydrogenation. Author is Duprat de Paule, Sebastien; Jeulin, Severine; Ratovelomanana-Vidal, Virginie; Genet, Jean-Pierre; Champion, Nicolas; Dellis, Philippe.
A new optically active diphosphine ligand, [2,2′,3,3′-tetrahydro[5,5′-bi-1,4-benzodioxin]-6,6′-diyl]bis[diphenylphosphine] (Synphos) (5) was prepared and used in ruthenium-catalyzed asym. hydrogenation. Phosphination of 6-bromo-2,3-dihydro-1,4-benzodioxin (2, ArBr) by BuLi/ClPPh2 gave ArPPh2, which was oxidized to phosphine oxide ArPh2PO (3). Compound 3 was ortho-lithiated by tBuLi and oxidatively coupled by action of FeCl3 to give rac-6,6′-(diphenylphosphinyl)-2,3-dihydro-5,5′-bi-1,4-benzodioxin (rac-4), which was resolved with (2R,3R)-(-)- and (2S,3S)-(+)-O,O’-dibenzoyltartaric acids, affording (S)-(-)-4 and (R)-(+)-4, resp. The resolved phosphine oxides were then reduced to pure enantiomers of compound 5. The absolute configuration of (S)-(-)-4 was determined by x-ray crystallog. of its dibenzoyltartrate complex. This new ligand was compared to other diphosphines (BINAP and MeO-BIPHEP), regarding their dihedral angles and the enantioselectivity in the ruthenium mediated hydrogenation reaction, and showed excellent enantioselectivity in hydrogenation of β-ketoesters and β-hydroxyketones.
Although many compounds look similar to this compound(52287-51-1)Formula: C8H7BrO2, numerous studies have shown that this compound(SMILES:BrC1=CC=C2OCCOC2=C1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
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