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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:
Molecular Weight:
1646.64
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

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.

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


Certificates of Analysis (COA)

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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

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

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