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692220

Sigma-Aldrich

(R)-Ru(OAc)2(BINAP)

Synonym(s):

Diacetato[(R)-(+)-2,2′-bis(diphenylphosphino)-1,1′−binaphthyl]ruthenium(II)

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About This Item

Empirical Formula (Hill Notation):
C48H38O4P2Ru
CAS Number:
325146-81-4
Molecular Weight:
841.83
MDL number:
MFCD09753020
UNSPSC Code:
12352005
PubChem Substance ID:
329761476
NACRES:
NA.22

form

powder

Quality Level

100

functional group

phosphine

storage temp.

2-8°C

SMILES string

CC(=O)O[Ru]OC(C)=O.c1ccc(cc1)P(c2ccccc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccccc7)c8ccccc8

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);/q;;;+2/p-2

InChI key

NMLZYEWNUCRSRJ-UHFFFAOYSA-L

Application

Takasago Ligands and Complexes for Asymmetric Reactions
(R)-Ru(OAc)2(BINAP) may be used as a catalyst for the asymmetric hydrogenation of 1,1′-disubstituted olefins, such as 1-methyleneindan and 1-methylenetetralins. It can also catalyze the hydrogenation of 2-(trifluoromethyl)acrylic acid to form optically active 2-(trifluoromethyl)propionic acid.
Catalyst for:
  • Asymmetric hydrogenation reactions

Legal Information

Sold in collaboration with Takasago for research purposes only.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL5094
MKCH7598
MKBW4483V
MKBW2575V
MKBT8011V

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Preparation of optically active 2-(trifluoromethyl) alkan-1-ols by catalytic asymmetric hydrogenation.
Iseki K, et al.
Journal of Fluorine Chemistry, 69(1), 5-6 (1994)
BINAP-Ru (II) and BINAP-Rh (I)-catalyzed asymmetric hydrogenation of olefins without heteroatom-functionalities
Ohta T, et al.
Journal of Organometallic Chemistry, 502(1-2), 169-176 (1995)

Articles

Takasago Ligands

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

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