Structure

[NH2Me2][(RuCl((S)-binap))2(μ-Cl)3]

CAS
199541-17-8
Catalog Number
ACM199541178
Category
Ruthenium series catalysts
Molecular Weight
1673.882g/mol
Molecular Formula
C90H75Cl5NP4Ru2+;

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Specification

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;
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;
Application
(R)-BINAP or (R)-Tol-BINAP can be combined with dichloro(1,5-cyclooctadiene)ruthenium to form precursors to NOYORI CATALYST SYSTEMS. These systems exhibit very high catalytic activity and enantioselectivity in the hydrogenation of a wide range of substrates. NOYORI CATALYST SYSTEMS have been shown to effect highly enantioselective hydrogenation of functionalized ketones where the substituents are dialkylamino, hydroxy, siloxy, carbonyl, ester, amide or thioester.

Useful ligand in asymmetric Heck processes.

3. Ligand employed in palladium-catalyzed asymmetric arylation of ketones.

4. Ligand employed in rhodium-catalyzed 1,4-additions to enones.

5. Ligand employed in palladium-catalyzed hydroamination of styrene derivatives.

6. Ligand employed in silver-catalyzed asymmetric Sakuri-Hosomi allylation and Mukaiyama aldol reaction.

7. Ligand employed in rhodium-catalyzed kinetic resolution of enynes.

8. Ligand employed in asymmetric rhodium-catalyzed hydroboration of cyclopropenes.

9. Ligand employed in silver-catalyzed a-hydroxylation of stannyl enol ethers.

10. Ligand employed in palladium-catalyzed synthesis of chiral allenes.

11. Ligand for palladium-catalyzed enantioselective hetero Michael addition to form b-amino acid derivatives.

12. Ligand employed in rhodium-catalyzed asymmetric rearrangement of alkynyl alkenyl carbinols.

13. Ligand employed in rhodium-catalyzed 1,2-addition of aluminium organyl compounds to cyclic enones.

14. Ligand employed in iridium-catalyzed transfer hydrogenative allylation of benzylic alcohols.

15. Ligand employed in rhodium-catalyzed asymmetric C-Si bond formation by conjugate silyl transfer using a Si-B linkage.
Storage
2-8°C
Complexity
809
Covalently-Bonded Unit Count
7
Exact Mass
1676.136g/mol
Formal Charge
1
H-Bond Acceptor
3
H-Bond Donor
5
Heavy Atom Count
102
Monoisotopic Mass
1672.138g/mol
Rotatable Bond Count
14
Topological Polar Surface Area
12A^2
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