Diacetato[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II) - ≥98% , CAS No.261948-85-0

CAS: 261948-85-0 Cat. No.: D294390 Molecular Weight: 841.83 EC Number: 689-262-0

GRADE & PURITY ≥98%

Synonyms

(R)-Ru(OAc)2(BINAP)|325146-81-4|261948-85-0|acetic acid;[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane;ruthenium|DIACETATO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM(II)|104713-03-3|MFCD09753020|DIACETATO[(S)

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Product class
M-P, Homogeneous Catalysts, M-O, Acetate Ligands, Phosphorus Ligands - Chiral

Reaction type
Hydrogenation, Asymmetric Reactions, Asymmetric Hydrogenation, Transfer Hydrogenation

Chemical properties

Chemical formula

C48H38O4P2Ru

Empirical formula

Ru[(S)-BINAP](OAc)2

Molecular weight

841.84

Metal

Ru

Theoretical metal content

12

Physical state

powder

Color
Metal purity

orange

99.95

Applications & references

Catalytic asymmetric hydrogenation of functionalized acrylic acid derivatives for the synthesis of pharmaceutically active substances.

Reference: US2005 0070714

Asymmetric hydrogenation of diketenes.

Reference: J. Org. Chem. 1995, 60, 357 (DOI: 10.1021/jo00107a014)

Asymmetric hydrogenation of five-membred α,β-unsaturated carbonyl compounds.

Reference: J. Org. Chem. 1995, 60, 357 (DOI: 10.1021/jo00107a014)

Hydroxyl directed hydrogenation in the total synthesis of zaragozic acids.

Reference: Chem. Eur. J. 2011, 17, 3335 (DOI: 10.1002/chem.201003399)

Asymmetric hydrogenation toward the general asymmetric synthesis of isoquinoline alkaloids, e.g. morphine.

Reference: Tetrah. 2006, 62, 5448 (DOI: 10.1016/j.tet.2006.03.055)

Specifications

Synonyms

(R)-Ru(OAc)2(BINAP) | 325146-81-4 | 261948-85-0 | acetic acid;[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane;ruthenium | DIACETATO[(R)-(+)-2, 2'-BIS(DIPHENYLPHOSPHINO)-1, 1'-BINAPHTHYL]RUTHENIUM(II) | 104713-03-3 | MFCD09753020 | DIACETATO[(S)

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488197141
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488197141
• Canonical Smiles: CC(=O)O.CC(=O)O.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8.[Ru]
• IUPAC Name: acetic acid;[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane;ruthenium
• InChIKey: XANQJWCSQJDBEA-UHFFFAOYSA-N
• INCHI: 1S/C44H32P2.2C2H4O2.Ru/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;2*1-2(3)4;/h1-32H;2*1H3,(H,3,4)
• Isomeric SMILES: CC(=O)O.CC(=O)O.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8.[Ru]
• WGK Germany: 3
• Molecular Weight: 841.83

Chemical and Physical Properties

• Sensitivity: Air sensitive;Light sensitive;Moisture sensitive
• Melt Point(°C): > 100 °C

References

1. Lilan Tan, Wenrong Cai, Fangqin Wang, Junyao Li, Datong Wu, Yong Kong.  (2024)  Postsynthetic Modification Strategy for Constructing Electrochemiluminescence-Active Chiral Covalent Organic Frameworks Performing Efficient Enantioselective Sensing.  ANALYTICAL CHEMISTRY,      [PMID:38394220] [10.1021/acs.analchem.3c05887]