145381-23-3

Basic information

• Product Name: DICHLORO(P-CYMENE)TRICYCLOHEXYLPHOSPHINERUTHENIUM (II)
• Synonyms: DICHLORO(P-CYMENE)TRICYCLOHEXYLPHOSPHINERUTHENIUM (II);Dichloro(p-cymene)tricyclohexylphosphineruthenium(II),min.97%;Dichloro(p-cymene)tricyclohexylphosphineruthenium(II), min. 97%;Dichloro(p-cyMene)tricyclohexylphosphinerutheniuM(II),97%
• CAS NO: 145381-23-3
• Molecular Formula: C₂₈H₄₇Cl₂PRu
• Molecular Weight: 586.62
• Product Categories: metal phosphine complex;Rh
• Mol File: 145381-23-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 383.4°C at 760 mmHg
• Flash Point: 195.6°C
• Appearance: orange/Powder
• Vapor Pressure: 9.7E-06mmHg at 25°C
• CAS DataBase Reference: DICHLORO(P-CYMENE)TRICYCLOHEXYLPHOSPHINERUTHENIUM (II)(CAS DataBase Reference)
• NIST Chemistry Reference: DICHLORO(P-CYMENE)TRICYCLOHEXYLPHOSPHINERUTHENIUM (II)(145381-23-3)
• EPA Substance Registry System: DICHLORO(P-CYMENE)TRICYCLOHEXYLPHOSPHINERUTHENIUM (II)(145381-23-3)

Safety Data

• Hazardous Substances Data: 145381-23-3(Hazardous Substances Data)

Usage

Description

DICHLORO(P-CYMENE)TRICYCLOHEXYLPHOSPHINERUTHENIUM (II) is a complex organometallic compound that features a ruthenium (II) center coordinated to a p-cymene ligand and a tricyclohexylphosphine ligand. It is known for its catalytic properties and is widely utilized in various chemical reactions due to its unique structure and reactivity.

Uses

Used in Polymer Chemistry:
DICHLORO(P-CYMENE)TRICYCLOHEXYLPHOSPHINERUTHENIUM (II) is used as a metathesis catalyst component for ring-opening polymerization reactions. It facilitates the process of forming polymers with controlled molecular weights and architectures, which are essential in the development of advanced materials with tailored properties.
Used in Controlled Atom Transfer Radical Polymerization:
In the field of polymer synthesis, DICHLORO(P-CYMENE)TRICYCLOHEXYLPHOSPHINERUTHENIUM (II) is used as a catalyst for the controlled atom transfer radical polymerization of acrylates. This process allows for the precise control of polymer chain growth, resulting in polymers with well-defined structures and properties that are crucial for various applications, including coatings, adhesives, and biomedical materials.

InChI:InChI=1/C18H33P.C10H14.2ClH.Ru/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-8(2)10-6-4-9(3)5-7-10;;;/h16-18H,1-15H2;4-8H,1-3H3;2*1H;/q;;;;+2/p-2

Upstream product

• 52462-29-0 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 
• 536-74-3 phenylacetylene 
• 2622-14-2 tricyclohexylphosphine 
• 52490-96-7 η-p-cymene dichloro(pyridine)ruthenium(II) 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Downstream Products

• 253785-28-3 Ru(H)(Cl)(PCy₃)(η⁶-p-cymene) 
• 916987-74-1 [RuH2(η6-p-cymene)(P(C6H11)3)] 
• 1240554-72-6 Ru(chloride)2(tricyclohexylphosphine)((MeO)2C₉H₃Ph) 
• 1071462-88-8 [(p-cymene)bis(trifluoroacetate)(tricyclohexylphosphane)ruthenium(II)] 
• 651302-83-9 (η6-4-methylisopropylbenzene)(PCy3)Ru(P(2,4,6-tri-tert-butylphenyl)) 
• 223905-01-9 [RuCl(PCy₃)(p-cymene)]OTf 

Relevant articles and documents

[RuCl2(η6-p-cymene)] complexes bearing phosphinous acid ligands: Preparation, application in C-H bond functionalization and mechanistic investigations

A series of [RuCl2(η6-p-cymene)] complexes bearing phosphinous acid (PA) ligands have been straightforwardly prepared from the dimer [RuCl2(p-cymene)]2 and secondary phosphine oxides (SPOs) and fully characteriz

Ruthenium-Catalyzed Regioselective 1,4-Hydroboration of Pyridines

Simple ruthenium precursor [Ru(p-cymene)Cl2]2 1 catalyzed regioselective 1,4-dearomatization of pyridine derivatives using pinacolborane is reported. Two catalytic intermediates, [Ru(p-cymene)Cl2Py] 2 and [Ru(p-cymene)Cls

Homobimetallic ruthenium-arene complexes bearing vinylidene ligands: Synthesis, characterization, and catalytic application in olefin metathesis

Five new arylvinylidene complexes with substituents ranging from electron-donating to strongly withdrawing (p-OMe, p-Me, p-Cl, p-CF3, and m-(CF3)2) were isolated in high yields by reacting [(p-cymene)Ru(μ-Cl)3RuCl(η2 C2H 4)(PCy3)] (3) with the corresponding phenylacetylene derivatives. The known phenylvinylidene complex [(p-cymene)Ru(μ-Cl) 3RuCl(=C=CHPh)(PCy3)] (5) was also obtained from [RuCl2(p-cymene)]2, tricyclohexylphosphine, and phenylacetylene under microwave irradiation. The influence of the remote aryl substituents on structural features was investigated by IR, NMR, and XRD spectroscopies. A very good linear relationship was observed between the chemical shift of the vinylidene α-carbon atom and the Hammett σ-constants of the aryl group substituents. The catalytic activity of the six homobimetallic complexes was probed in various types of olefin metathesis reactions. Unsubstituted phenylvinylidene compound 5 served as a lead structure for these experiments. Its reaction with norbornene afforded high molecular weight polymers with a broad polydispersity index and mostly trans double bonds. Aluminum chloride was a suitable cocatalyst for the ring-opening metathesis polymerization of cyclooctene and led to the formation of high molecular weight polyoctenamer with a rather narrow polydispersity index (Mw/M n = 1.25) and an almost equimolar proportion of cis and trans double bonds. No major changes were observed in the polymer yields and microstructures when complexes bearing donor groups on their aryl rings were employed as catalyst precursors. On the other hand, compounds bearing strongly electron-withdrawing substituents were significantly less active. Model vinylidene compound 5 and its ruthenium-ethylene parent (3) both required the addition of phenylacetylene to achieve the ring-closing metathesis of diethyl 2,2-diallylmalonate. Thus, the role of this terminal alkyne cocatalyst goes beyond the facile replacement of the η2-alkene ligand with a vinylidene fragment.