(4R,5R)-DIOP, CAS No. 32305-98-9

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32305-98-9

Catalog No. EBD2204200

CAS 32305-98-9

Name (4R,5R)-DIOP

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Basic Information

Synonyms: (4R,5R)-(-)-O-isopropenylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane (4R,5R)-DIOP (-)-2,2-dimethyl-4,5-((diphenylphosphino)dimethyl)dioxolane (-)-diop [(2,2-dimethyl-1,3-dioxolane-4,5-diyl)dimethanediyl]bis(diphenylphosphane) {[(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]dimethanediyl}bis(diphenylphosphane) (4R,5R)-(-)-4,5-Bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane phosphine,1,1'-[[(4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(methylene)]bis[1,1-diphenyl- (r)-diop (r,r)-diop (-)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane (4r,5r)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane (-)-2,3-o-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane (4r,5r)-trans-4,5-bis[(diphenylphosphino)methyl]-2,2-dimethyl-1,3-dioxolane [[(4r,5r)-2,2-dimethyl-1,3-dioxolane-4,5-diyl]bis(methylene)]bis[diphenylphosphine] phosphine,[(2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene)]bis[diphenyl-,(4r-trans)-

Molecular Formula: C31H32O2P2

Molecular Weight: 498.53

MDL Number: MFCD00014107

Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > Optoelectronic Functional Compounds Synthetic Chemistry > Catalysts and Ligands > Phosphorus Ligands

Product Description:

Isopropenyl-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane is a chiral diphosphine ligand, structurally related to the well-known DIOP ligand. Its core structure features a C2-symmetric backbone derived from tartaric acid, with two diphenylphosphino groups and an isopropenyl substituent. This specific modification aims to fine-tune the steric and electronic properties of the ligand for coordination chemistry applications. This compound is primarily designed and used as a precursor or a direct ligand for the synthesis of transition metal complexes, especially those of rhodium, ruthenium, and iridium. These metal-ligand complexes serve as highly efficient chiral catalysts in asymmetric hydrogenation and other enantioselective transformations, which are critical in the production of optically active pharmaceuticals and advanced organic materials. Its application is firmly rooted in the field of advanced material synthesis and catalytic process development. The isopropenyl group introduces additional functionality that can potentially be used for further chemical modifications or polymerization, making it a valuable building block for creating immobilized catalysts or more complex ligand architectures. Handling requires standard precautions for air- and moisture-sensitive organophosphorus compounds.

Physical Properties

Melting Point: 88-90 °C(lit.)

Boiling Point: 590.3 °C at 760 mmHg

Flash Point: 390.9 °C

Storage: 2-8°C

Analytical Data

Appearance: white powder