CAS 199541-17-8 [NH2Me2][(RuCl((S)-binap))2(μ-Cl)3]

Synonyms

(S)-[(RuCl(BINAP))2( -Cl)3][NH2Me2]; Dimethylammonium dichlorotri(mu-chloro)bis[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]diruthenate(II), [NH2Me2][{RuCl((R)-binap)}2(mu-Cl)3]; (S)-[(RUCL(BINAP))2(MU-CL)3][NH2ME2]; [NH2ME2][[RUCL((S)-BINAP)]2(MU-CL)3]; (R)-[(RuCl(BINAP))2(mu-Cl)3[NH2Me2]; Dimethylammonium dichlorotri(|I-chloro)bis[(S)-(-)-2,2 inverted exclamation marka-bis(diphenylphosphino)-1,1 inverted exclamation marka-binaphthyl]diruthenate(II); Dimethylammonium dichlorotri(|I-chloro)bis[(R)-(+)-2,2 inverted exclamation marka-bis(diphenylphosphino)-1,1 inverted exclamation marka-binaphthyl]diruthenate(II); [NH2ME2][[RUCL((R)-BINAP)]2(MU-CL)3]; (R)-[(RUCL(BINAP))2(MU-CL)3[NH2ME2]];

IUPAC Name

[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane;N-methylmethanamine;ruthenium;trichloronioruthenium(1-);chloride;hydrochloride;

Molecular Weight

1673.882g/mol

Molecular Formula

C90H75Cl5NP4Ru2+;

Canonical SMILES

CNC.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.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.Cl.[Cl-].[ClH+][Ru-]([ClH+])[ClH+].[Ru];

InChI

InChI=1S/2C44H32P2.C2H7N.5ClH.2Ru/c2*1-5-19-35(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;1-3-2;;;;;;;/h2*1-32H;3H,1-2H3;5*1H;;/q;;;;;;;;;+2/p-1;

InChI Key

NVDGOPZSESFSJS-UHFFFAOYSA-M;

Storage

2-8°C

Complexity

809

Covalently-Bonded Unit Count

Exact Mass

1676.136g/mol

Formal Charge

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

102

Monoisotopic Mass

1672.138g/mol

Rotatable Bond Count

Topological Polar Surface Area

12A^2

Application

The compound [NH2Me2][(RuCl((S)-binap))2(μ-Cl)3] serves as a highly effective catalyst system designed for applications in asymmetric hydrogenation processes. With its ability to form NOYORI CATALYST SYSTEMS, this compound exhibits superior catalytic activity and enantioselectivity, making it ideal for hydrogenating a diverse array of substrates, including functionalized ketones with various substituents such as dialkylamino, hydroxy, siloxy, carbonyl, ester, amide, or thioester groups. This product underscores its utility across numerous catalytic asymmetric reactions, extending from Heck processes and palladium-catalyzed asymmetric arylation of ketones to rhodium-catalyzed additions and silver-catalyzed allylation reactions. Additionally, it proves useful in the kinetic resolution of enynes, hydroboration of cyclopropenes, and synthesis of chiral compounds, highlighting its versatility and significance in advancing enantioselective synthesis in modern chemistry.

January 8, 2025

Highly Effective Catalyst for Asymmetric Hydrogenation

[NH2Me2][(RuCl((S)-binap))2(μ-Cl)3] from Alfa Chemistry significantly boosted our research efficiency. Its excellent enantioselectivity and catalytic activity transformed our ketone hydrogenation experiments, offering reliable and consistent results. Highly recommended for asymmetric reactions!