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- [RuCl(p-cymene)((S)-tolbinap)]Cl
[RuCl(p-cymene)((S)-tolbinap)]Cl
Catalog Number
ACM228120954-2
Product Name
[RuCl(p-cymene)((S)-tolbinap)]Cl
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/228120-95-4.gif)
CAS
228120-95-4
Synonyms
SC10123; (R)-RuCl[(p-cymene)(T-BINAP)]Cl; Chloro[(R)-(+)-2,2 -bis(di-p-tolylphosphino)-1; CHLORO[(S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL](P-CYMENE)RUTHENIUM(II) CHLORIDE; MFCD09753014; (S)-RuCl[(p-cymene)(T-BINAP)]Cl; C58H54Cl2P2Ru;
IUPAC Name
[1-[2-bis(4-methylphenyl)phosphanylnaphthalen-1-yl]naphthalen-2-yl]-bis(4-methylphenyl)phosphane;dichlororuthenium;1-methyl-4-propan-2-ylbenzene;
Molecular Weight
984.988g/mol
Molecular Formula
C58H54Cl2P2Ru;
Canonical SMILES
CC1=CC=C(C=C1)C(C)C.CC1=CC=C(C=C1)P(C2=CC=C(C=C2)C)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=C(C=C7)C)C8=CC=C(C=C8)C.Cl[Ru]Cl;
InChI
InChI=1S/C48H40P2.C10H14.2ClH.Ru/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42;1-8(2)10-6-4-9(3)5-7-10;;;/h5-32H,1-4H3;4-8H,1-3H3;2*1H;/q;;;;+2/p-2;
InChI Key
BHIUOOHVIWKUTN-UHFFFAOYSA-L;
Storage
2-8°C
Complexity
986
Covalently-Bonded Unit Count
3
Exact Mass
984.212g/mol
Heavy Atom Count
63
Monoisotopic Mass
984.212g/mol
Rotatable Bond Count
8
Topological Polar Surface Area
0A^2
Application
The complex [RuCl(p-cymene)((S)-tolbinap)]Cl is designed to support various asymmetric catalytic reactions, playing a crucial role as a ligand. It facilitates palladium-catalyzed carbon-oxygen bond formation and α-arylation of ketones, as well as copper-catalyzed asymmetric conjugate reduction and dienolate addition to aldehydes. Additionally, it is instrumental in the enantioselective conjugate reduction of lactones and lactams, and in the cycloaddition of allenylsilanes with α-imino esters. It aids in catalytic Aldol reactions with ketones and enhances rhodium-catalyzed [2+2+2] cycloaddition reactions involving alkenes and alkynes. Furthermore, the ligand is vital in the iridium-catalyzed enantioselective C-H bond activation of 2-(alkylamino)-pyridine with alkenes, as well as in selective tert-(hydroxyl)-prenylation of alcohols. Lastly, it also contributes to rhodium-catalyzed cross cyclotrimerization processes, showcasing its versatility in optimizing several asymmetric synthesis pathways.
February 27, 2025
Essential Catalyst for Asymmetric Reactions
(RuCl(p-cymene)((S)-tolbinap))Cl is impressive. In our research, it facilitated enantioselective cycloadditions and C-H bond activation efficiently, leading to excellent yields and selectivity, significantly enhancing our asymmetric reaction processes.
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