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  • 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene

  • 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene

    Catalog Number
    ACM161265038-2
    CAS Number
    161265-03-8
    Product Name
    4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
    Structure
    Category
    Polymerization Reagents
    IUPAC Name
    (5-diphenylphosphanyl-9,9-dimethylxanthen-4-yl)-diphenylphosphane
    Molecular Weight
    578.6g/mol
    Molecular Formula
    C39H32OP2
    Canonical SMILES
    CC1(C2=C(C(=CC=C2)P(C3=CC=CC=C3)C4=CC=CC=C4)OC5=C1C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7)C
    InChI
    InChI=1S/C39H32OP2/c1-39(2)33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)40-38-34(39)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3
    InChI Key
    CXNIUSPIQKWYAI-UHFFFAOYSA-N
    Application
    4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene is an organophosphorus compound derived from the heterocycle xanthene, serving as a versatile bidentate ligand distinguished by its notably wide bite angle. Its primary purpose is to facilitate a wide array of catalytic transformations, which include hydroformylation, cross couplings, and various Pd, Cu, Rh, Ru, and Au-catalyzed reactions. This ligand plays a crucial role in enhancing reaction efficiency and selectivity, making it particularly valuable in the synthesis of complex organic compounds. Its utility extends across diverse applications such as the coupling of amides and hydrazones with aryl halides, hydrophosphinylation of alkenes and alkynes, sulfinylation, carbonylation, dehydrogenative silation, and the assembly of heterocycles. Whether used for direct arylation, decarboxylative coupling, or difunctionalization processes, this ligand is essential for advancing modern catalytic methodologies in organic chemistry.
    Complexity
    731
    Covalently-Bonded Unit Count
    1
    EC Number
    605-249-4
    Exact Mass
    578.19284g/mol
    Formal Charge
    0
    Heavy Atom Count
    42
    MeSH Entry Terms
    9,9-dimethyl-4,6-bis(diphenylphosphino)xanthene;xantphos
    Monoisotopic Mass
    578.19284g/mol
    Rotatable Bond Count
    6
    UNII
    NMU72MOG9B
    XLogP3
    9.7
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