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    357209-32-6

    Catalog No. EBD2216776

    CAS 357209-32-6

    Name 2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine

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    Basic Information

    Synonyms: 2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine 2,6-Bis[(3aR,8aS)-(+)-8H-indeno[1,2-d]oxazolin-2-yl]pyridine 2,6-Bis[(3aR,8aS)-(+)-8H-indeno[1,2-d]oxazolin-2-yl)pyridine (3aS,8bR)-2-[6-[(3aS,8bR)-4,8b-dihydro-3aH-indeno[1,2-d]oxazol-2-yl]-2-pyridyl]-4,8b-dihydro-3aH-indeno[1,2-d]oxazole

    Molecular Formula: C25H19N3O2

    Molecular Weight: 393.44

    Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > OLED and Organic Optoelectronic Precursors Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands

    Product Description:
    2,6-Bis[(3aR,8aS)-(+)-8H-indeno[1,2-d]oxazol-2-yl]pyridine is a chiral, C2-symmetric bis(oxazoline) ligand. Its structure features a central pyridine ring linked to two indeno-fused oxazoline units, which are in a specific (3aR,8aS) absolute configuration, imparting high stereoselectivity in catalytic reactions. This compound is primarily utilized as a privileged chiral ligand in asymmetric synthesis, particularly in coordination with various transition metals (e.g., copper, iron, zinc) to form highly effective catalysts. These catalytic systems are extensively applied in enantioselective transformations such as cyclopropanation, Diels-Alder reactions, and aldol reactions, which are fundamental steps in the synthesis of complex organic molecules, including pharmaceuticals and advanced materials. Its rigid, π-conjugated indeno-oxazoline framework also makes it a candidate for investigation in chiral organic electronic materials. As a specialized, high-value chiral auxiliary, it is not a commodity chemical but a research tool for developing stereocontrolled processes. Its synthesis and handling require expertise in organometallic chemistry and asymmetric catalysis.
    Physical Properties

    Melting Point: 284 °C (dec.)

    Boiling Point: 633 °C at 760 mmHg

    Flash Point: 336.6 °C

    Density: 1.5 g/cm3

    mg g kg ml l t