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692212

Sigma-Aldrich

(R)−[(RuCl(DM−SEGPHOS®)2(μ−Cl)3][NH2Me2]

Synonym(s):

Dimethylammonium dichlorotri(μ−chloro)bis[(R)−(+)−5,5′−bis[di(3,5−xylyl)phosphino]−4,4′−bi−1,3−benzodioxole]diruthenate(II)

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About This Item

Linear Formula:
(CH3)2NH2+[C92H88Cl5O8Ru2]−
CAS Number:
935449-46-0
Molecular Weight:
1871.07
MDL number:
MFCD09753038
UNSPSC Code:
12352005
PubChem Substance ID:
329761475
NACRES:
NA.22

form

powder

functional group

amine
phosphine

storage temp.

2-8°C

SMILES string

Cl.[Cl-].CNC.[Cl+]1[Ru-]2[Cl+][Ru-]1[Cl+]2.Cc3cc(C)cc(c3)P(c4cc(C)cc(C)c4)c5ccc6OCOc6c5-c7c8OCOc8ccc7P(c9cc(C)cc(C)c9)c%10cc(C)cc(C)c%10.Cc%11cc(C)cc(c%11)P(c%12cc(C)cc(C)c%12)c%13ccc%14OCOc%14c%13-c%15c%16OCOc%16ccc%15P(c%17cc(C)cc(C)c%17)c%18cc(C)cc(C)c%18

InChI

1S/2C46H44O4P2.C2H7N.2ClH.3Cl.2Ru/c2*1-27-13-28(2)18-35(17-27)51(36-19-29(3)14-30(4)20-36)41-11-9-39-45(49-25-47-39)43(41)44-42(12-10-40-46(44)50-26-48-40)52(37-21-31(5)15-32(6)22-37)38-23-33(7)16-34(8)24-38;1-3-2;;;;;;;/h2*9-24H,25-26H2,1-8H3;3H,1-2H3;2*1H;;;;;/q;;;;;3*+1;2*-1/p-1

InChI key

YOYDPZZYORNKOE-UHFFFAOYSA-M

Application

Takasago Ligands and Complexes for Asymmetric Reactions
(R)-[(RuCl(DM-SEGPHOS®)2(μ-Cl)3][NH2Me2] can be used as a catalyst for the asymmetric hydrogenation of ketones to chiral alcohols. It can also be utilized to prepare (R)-methyl-3-hydroxybutanoate from methyl acetoacetate via stereoselective hydrogenation reaction.

Legal Information

Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136, 3549390
SEGPHOS is a registered trademark of Takasago Intl. Corp.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBP3299V
09325LH

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Stereoselective hydrogenation of methyl acetoacetate over structurally different chiral ruthenium complexes
Floris T, et al.
Reaction Kinetics, Mechanisms and Catalysis, 102(1), 67-74 (2011)
Chiral ruthenabicyclic complexes: precatalysts for rapid, enantioselective, and wide-scope hydrogenation of ketones
Matsumura K, et al.
Journal of the American Chemical Society, 133(28), 10696-10699 (2011)

Articles

Takasago Ligands

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

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