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692204

Sigma-Aldrich

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

Synonym(s):

Dimethylammonium dichlorotri(μ-chloro)bis[(R)-(+)-5,5′-bis(diphenylphosphino)-4,4′-bi-1,3-benzodioxole]diruthenate(II)

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About This Item

Linear Formula:
(CH3)2NH2+[C76H56Cl5O8P4Ru2]-
CAS Number:
346457-41-8
Molecular Weight:
1646.64
MDL number:
MFCD09753037
UNSPSC Code:
12352005
PubChem Substance ID:
329761474
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.C3Oc4ccc(P(c5ccccc5)c6ccccc6)c(c4O3)-c7c8OCOc8ccc7P(c9ccccc9)c%10ccccc%10.C%11Oc%12ccc(P(c%13ccccc%13)c%14ccccc%14)c(c%12O%11)-c%15c%16OCOc%16ccc%15P(c%17ccccc%17)c%18ccccc%18

InChI

1S/2C38H28O4P2.C2H7N.2ClH.3Cl.2Ru/c2*1-5-13-27(14-6-1)43(28-15-7-2-8-16-28)33-23-21-31-37(41-25-39-31)35(33)36-34(24-22-32-38(36)42-26-40-32)44(29-17-9-3-10-18-29)30-19-11-4-12-20-30;1-3-2;;;;;;;/h2*1-24H,25-26H2;3H,1-2H3;2*1H;;;;;/q;;;;;3*+1;2*-1/p-1

InChI key

RENFEASRVBXAEN-UHFFFAOYSA-M

General description

(R)-[(RuCl(SEGPHOS®))2(μ-Cl)3][NH2Me2] is a ruthenium-based catalyst generally used in the asymmetric hydrogenation reactions of ketones. SEGPHOS®, the chiral ligand and its ruthenium-based catalysts are developed and commercialized by Takasago International Corporation.

Application

Takasago Ligands and Complexes for Asymmetric Reactions

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

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Certificates of Analysis (COA)

Lot/Batch Number
09825LH

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Developments in asymmetric hydrogenation from an industrial perspective
Shimizu H, et al.
Accounts of Chemical Research, 40(12), 1385-1393 (2007)
Asymmetric catalysis by architectural and functional molecular engineering: practical chemo-and stereoselective hydrogenation of ketones
Noyori R and Ohkuma T
Angewandte Chemie (International ed. in English), 40(1), 40-73 (2001)

Articles

Takasago Ligands

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

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