Cas no 879505-38-1 (N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE)

N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE is a chiral bisphosphine ligand derived from (S)-BINOL, featuring a rigid binaphthyl backbone and amide-linked diphenylphosphino benzamide groups. Its sterically hindered and electron-rich phosphine centers enhance coordination to transition metals, making it highly effective in asymmetric catalysis. The ligand’s well-defined chiral environment promotes high enantioselectivity in reactions such as hydrogenations, cross-couplings, and C–H activations. Its stability under rigorous conditions and tunable steric and electronic properties make it valuable for optimizing catalytic performance in synthetic organic chemistry. The ligand is particularly suited for applications requiring precise stereocontrol.
N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE structure
879505-38-1 structure
Product Name:N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE
CAS No:879505-38-1
MF:C58H42N2O2P2
MW:0
CID:3031000
PubChem ID:101064110
Update Time:2025-06-11

N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE Chemical and Physical Properties

Names and Identifiers

    • N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE
    • (S)-N,N'-[1,1'-Binaphthalene]-2,2'-diylbis[2-(diphenylphosphino)benzamide]
    • (S)-N,N'-[1,1'-Binaphthalene]-2,2'-diylbis[2- (diphenylphosphino)benzamide]
    • (S)-N,N'-[1,1'-Binaphthalene]-2,2'-diylbis[2- (diphenylphosphino)benzamide],99%e.e.
    • Benzamide, N,N'-(1S)-[1,1'-binaphthalene]-2,2'-diylbis[2-(diphenylphosphino)- (9CI)
    • E76903
    • E76904
    • (R)-N,N'-(1,1'-Binaphthalene]-2,2'-diyl)bis(2-diphenylphosphinobenzamide)
    • CS-0093674
    • (S)-N,N'-(1,1'-Binaphthalene]-2,2'-diyl)bis(2-diphenylphosphinobenzamide)
    • (R)-N,N'-[1,1'-Binaphthalene]-2,2'-diylbis[2-(diphenylphosphino)benzamide]
    • 2-(diphenylphosphanyl)-N-{2'-[2-(diphenylphosphanyl)benzamido]-[1,1'-binaphthalen]-2-yl}benzamide
    • (S)-NN'-[11'-Binaphthalene]-22'-diylbis[2-(diphenylphosphino)benzamide]
    • 298695-62-2
    • 879505-38-1
    • 2-Diphenylphosphanyl-N-[1-[2-[(2-diphenylphosphanylbenzoyl)amino]naphthalen-1-yl]naphthalen-2-yl]benzamide
    • CS-0093671
    • Inchi： InChI=1S/C58H42N2O2P2/c61-57(49-33-17-19-35-53(49)63(43-23-5-1-6-24-43)44-25-7-2-8-26-44)59-51-39-37-41-21-13-15-31-47(41)55(51)56-48-32-16-14-22-42(48)38-40-52(56)60-58(62)50-34-18-20-36-54(50)64(45-27-9-3-10-28-45)46-29-11-4-12-30-46/h1-40H,(H,59,61)(H,60,62)
    • InChI Key： DQKIOHHUGWDBKJ-UHFFFAOYSA-N
    • SMILES： C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3C(=O)NC4=C(C5=CC=CC=C5C=C4)C6=C(C=CC7=CC=CC=C76)NC(=O)C8=CC=CC=C8P(C9=CC=CC=C9)C1=CC=CC=C1

Computed Properties

  • Exact Mass: 860.27215258g/mol
  • Monoisotopic Mass: 860.27215258g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 64
  • Rotatable Bond Count: 11
  • Complexity: 1320
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 13.1
  • Topological Polar Surface Area: 58.2?2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: No data available
  • Melting Point: No data available
  • Boiling Point: No data available
  • Flash Point: No data available
  • Vapor Pressure: No data available

N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE Security Information

N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
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(S)-N,N'-[1,1'-Binaphthalene]-2,2'-diylbis[2-(diphenylphosphino)benzamide]
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SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
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SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
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A434512-100mg
(S)-N,N'-(1,1'-Binaphthalene]-2,2'-diyl)bis(2-diphenylphosphinobenzamide)
 879505-38-1 98% 99%ee
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 $97.0 2025-04-16
Ambeed
A434512-250mg
(S)-N,N'-(1,1'-Binaphthalene]-2,2'-diyl)bis(2-diphenylphosphinobenzamide)
 879505-38-1 98% 99%ee
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 $200.0 2025-04-16
Ambeed
A434512-1g
(S)-N,N'-(1,1'-Binaphthalene]-2,2'-diyl)bis(2-diphenylphosphinobenzamide)
 879505-38-1 98% 99%ee
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SHANG HAI XIAN DING Biotechnology Co., Ltd.
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N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE
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 356.0CNY 2021-07-09

N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE Related Literature

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Additional information on N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE

Comprehensive Overview of N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE (CAS No. 879505-38-1)

The compound N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE (CAS No. 879505-38-1) is a highly specialized chiral ligand widely utilized in asymmetric catalysis and organic synthesis. Its unique binaphthyl backbone and diphenylphosphino benzamide moieties make it an exceptional candidate for enantioselective transformations, particularly in pharmaceutical and fine chemical industries. This article delves into its structural features, applications, and relevance in contemporary research, addressing common queries such as "chiral ligands for asymmetric hydrogenation" and "binaphthyl-based catalysts."

Structurally, N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE features a 1,1'-binaphthalene core, which imparts axial chirality, and two diphenylphosphino benzamide groups that enhance its coordination versatility. This design is pivotal for achieving high enantioselectivity in reactions like C-C bond formation and reductive amination, topics frequently searched in academic and industrial circles. Researchers often explore its performance in comparison to other BINAP derivatives, a trending topic in catalysis forums.

In the context of green chemistry, this compound aligns with the growing demand for sustainable chiral auxiliaries. Its stability under mild conditions and recyclability in catalytic cycles address concerns about "eco-friendly asymmetric synthesis," a hotspot in modern organic chemistry. Additionally, its role in synthesizing chiral pharmaceuticals, such as antiviral agents and kinase inhibitors, underscores its industrial significance. Searches like "chiral ligands for drug synthesis" highlight its relevance to medicinal chemistry.

From a synthetic perspective, the preparation of N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE involves multi-step organic transformations, including Ullmann coupling and phosphination. These methods are frequently discussed in peer-reviewed journals, reflecting the compound's technical complexity. Its characterization via NMR spectroscopy and X-ray crystallography further validates its purity and stereochemical integrity, addressing common questions about "chiral ligand characterization techniques."

In summary, N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE (CAS No. 879505-38-1) represents a cutting-edge tool for asymmetric synthesis, bridging academic research and industrial applications. Its design and functionality cater to evolving trends like precision catalysis and green chemistry, making it a subject of enduring interest in the scientific community.

879505-38-1 (N,N'-(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[2-(DIPHENYLPHOSPHINO)-BENZAMIDE) Related Products

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