166941-05-5

Basic information

• Product Name: [RuHCl(CO)(PPh₃)₃]
• CAS NO: 166941-05-5
• Molecular Weight: 952.414
• Mol File: 166941-05-5.mol

Chemical Properties

• CAS DataBase Reference: [RuHCl(CO)(PPh₃)₃](CAS DataBase Reference)
• NIST Chemistry Reference: [RuHCl(CO)(PPh₃)₃](166941-05-5)
• EPA Substance Registry System: [RuHCl(CO)(PPh₃)₃](166941-05-5)

Safety Data

• Hazardous Substances Data: 166941-05-5(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 14898-67-0 ruthenium trichloride hydrate 
• 603-35-0 triphenylphosphine 
• 113161-97-0 Ru(CO)Cl(HCCH-t-Bu)(PPh₃)2 
• 109-86-4 2-methoxy-ethanol 
• 74-85-1 ethene 
• 15529-49-4 tris(triphenylphosphine)ruthenium(II) chloride 
• 776-76-1 methyldiphenylsilane 
• 1455-13-6 deuteromethanol 
• 3130-29-8 potassium 4-(tert-butyl)phenolate 
• 67-56-1 methanol 
• 7732-18-5 water 
• 64-17-5 ethanol 
• 63767-78-2 ruthenium trichloride 

Downstream Products

• 107500-43-6 [RuH(CO)(P(C₆H₅)3)2(CH₃C₅H₄N)2]⁽¹⁺⁾*[B(C₆H₅)4]^(1-)=[RuH(CO)(P(C₆H₅)3)2(CH₃C₅H₄N)2][B(C₆H₅)4] 
• 131931-06-1 RuH(CO)(C₅H₄NCN)2(P(C₆H₅)3)2⁽¹⁺⁾*B(C₆H₅)4^(1-)=(RuH(CO)(C₅H₄NCN)2(P(C₆H₅)3)2)B(C₆H₅)4 
• 107478-71-7 [RuH(CO)(P(C₆H₅)3)2(C₅H₅N)2]⁽¹⁺⁾*[B(C₆H₅)4]^(1-)=[RuH(CO)(P(C₆H₅)3)2(C₅H₅N)2][B(C₆H₅)4] 
• 192656-07-8 RuCl(CO)(CHCHC(CH₃)2OH)(P(C₆H₅)3)2 
• 174584-85-1 [RuCl(CO)(P(C₆H₅)3)2(NHC(C₆H₅)NC(C₆H₅)O)] 
• 107883-46-5 carbonylchlorohydrido(4-methylpyridine)-bis(triphenylphosphine)ruthenium(II) 
• 86494-56-6 carbonylchlorohydrido(trimethylphosphite)bis(triphenylphosphine)ruthenium(II) 
• 32240-63-4 dicarbonyldichlorobis(triphenylphosphine)ruthenium(II) 
• 20332-49-4 tricarbonylbis(triphenylphosphine)ruthenium⁽⁰⁾ 
• 123391-16-2 RuCl(CO)((C₂H₅O)CSNCS(OC₂H₅))(P(C₆H₅)3)2 
• 127805-29-2 carbonylhydridochloro(benzotriazole)bis(triphenylphosphine)ruthenium 
• 109799-59-9 [Ru(CO)Cl((C₆H₅)CCH₂)(P(C₆H₅)3)3] 
• 109800-32-0 [Ru(CO)Cl(HCCH(C₃H₇))(P(C₆H₅)3)2] 

Relevant articles and documents

THE RUTHENIUM-CATALYSED CONVERSION OF METHANOL INTO METHYL FORMATE

Heating of methanol with yields methyl formate and hydrogen, together with some dimethoxymethane; at the end of the reaction much of the catalyst is present as the dinuclear cation, +.

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.

Detection and Structural Investigation of Elusive Palladium Hydride Intermediates Formed from Simple Metal Salts

The Mizoroki-Heck reaction is one of the most known and best studied catalytic transformations and has provided an outstanding driving force for the development of catalysis and synthetic applications. Three out of four classical Mizoroki-Heck catalytic cycle intermediates contain Pd-C bonds and are well known and studied in detail. However, a simple palladium hydride (which is formed after the product-releasing β-H-elimination step) is a kind of elusive intermediate in the Mizoroki-Heck reaction. In the present study, we performed a combined theoretical and mass spectrometry (MS) study of palladium hydride complexes [PdX2H]- (X = Cl, Br, and I), which are reactive intermediates in the Mizoroki-Heck reaction. Static and molecular dynamic calculations revealed that these species have a T-shaped structure with a trans-arrangement of halogen atoms. Other isomers of [PdX2H]- are unstable and easily rearrange into the T-shaped form or decompose. These palladium hydride intermediates were detected by MS in precatalyst activation using NaBH4, Et3N, and a solvent molecule as reducing agents. Online MS monitoring allowed the detection of [PdX2H]- species in the course of the Mizoroki-Heck reaction.

Preparation and Reactivity of Mixed-Ligands Hydride Complexes [RuHCl(CO)(PPh3)2{P(OR)3}]

Mixed-ligands hydride complexes [RuHCl(CO)(PPh3)2{P(OR)3}] (2) (R = Me, Et) were prepared by allowing [RuHCl(CO)(PPh3)3] (1) to react with an excess of phosphites P(OR)3 in refluxing benzene. Treatment of hydrides 2 first with triflic acid and next with an excess of hydrazine afforded hydrazine complexes [RuCl(CO)(κ1-NH2NHR1)(PPh3)2{P(OR)3}]BPh4 (3, 4) (R1 = H, CH3). Diethylcyanamide derivatives [RuCl(CO)(N≡CNEt2)(PPh3)2{P(OR)3}]BPh4 (5) were also prepared by reacting 2 first with HOTf and then with N≡CNEt2. The complexes were characterized spectroscopically and by X-ray crystal structure determination of [RuHCl(CO)(PPh3)2{P(OEt)3}] (2b).

Ionic Pd/NHC Catalytic System Enables Recoverable Homogeneous Catalysis: Mechanistic Study and Application in the Mizoroki–Heck Reaction

N-Heterocyclic carbene (NHC) ligands are ubiquitously utilized in catalysis. A common catalyst design model assumes strong M–NHC binding in this metal–ligand framework. In contrast to this common assumption, we demonstrate here that lability and controlled cleavage of the M?NHC bond (rather than its stabilization) could be more important for high-performance catalysis at low catalyst concentrations. The present study reveals a dynamic stabilization mechanism with labile metal–NHC binding and [PdX3]?[NHC-R]+ ion pair formation. Access to reactive anionic palladium intermediates formed by dissociation of the NHC ligands and plausible stabilization of the molecular catalyst in solution by interaction with the [NHC-R]+ azolium ion is of particular importance for an efficient and recyclable catalyst. These ionic Pd/NHC complexes allowed for the first time the recycling of the complex in a well-defined form with isolation at each cycle. Computational investigation of the reaction mechanism confirms a facile formation of NHC-free anionic Pd in polar media through either Ph–NHC coupling or reversible H–NHC coupling. The present study formulates novel ideas for M/NHC catalyst design.

Palladium-Catalyzed Direct Intramolecular C-N Bond Formation: Access to Multisubstituted Dihydropyrroles

A palladium-catalyzed intramolecular amination of alkenes with retention of olefin functionalization was achieved under mild reaction conditions. In the presence of palladium catalyst, the tosyl-protected amine can directly couple with a double bond to provide versatile dihydropyrrole derivatives in moderate to excellent yields.

Urinary tract infection fighting potential of Newly synthesized ruthenium carbonyl complex of N-dehydroacetic acid-N′-o-vanillin-ethylenediamine

In recent years, there has been a growing fascination towards the development of new antimicrobial agents from various sources to combat microbial resistance. Klebsiella pneumonia and E. coli are the main urinary tract infection (UTI) causing agents. Herein, we report the synthesis and characterization of a novel carbonyl complex of Ru(II) that has been found a good antimicrobial agent against the selected microbes. Hence, may be suggested as potent agent against UTI. The compound on characterization was found octahedral in structure on the basis of comparative DFT-experimental characterization. Molecular specification under B3LYP functional, LANL2DZ basis set for Ru atom and 6-31?g(d,p) for all other atoms were employed. Electron density plots and geometrical optimization were the main theoretical aspects that were invoked. Elemental analysis, mass spectrometry, NMR, FT-IR, UV–Vis and cyclic voltammetry were the physio-chemical techniques at both the experimental and theoretical fronts that helped to establish the proposed structure. From the overall study, it may be remarked that both observed and computed outcomes have been found in good agreement with each other.

A Ruthenium Catalyst with Unprecedented Effectiveness for the Coupling Cyclization of - Amino Alcohols and Secondary Alcohols

The ruthenium complex (8-(2-diphenylphosphinoethyl)aminotrihydroquinolinyl)(carbonyl)(hydrido)ruthenium chloride exhibited extremely high efficiency toward the coupling cyclization of -amino alcohols with secondary alcohols. The corresponding products, pyridine or quinoline derivatives, are obtained in good to high isolated yields. On comparison with literature catalysts whose noble-metal loading with respect to -amino alcohols reached 0.5-1.0 mol % for Ru and a record lowest of 0.04 mol % for Ir, the current catalyst achieves the same efficiency with a loading of 0.025 mol % for Ru. The mechanism of acceptorless dehydrogenative condensation (ADC) was proposed on the basis of DFT calculations; in addition, the reactive intermediates were determined by GC-MS, NMR, and single-crystal X-ray diffraction. The catalytic process is potentially suitable for industrial applications.

PLANT BASED MONOMERS AND POLYMERS

The preparation of cyclohexadienes from one or more plant oils is disclosed. The cyclohexadiene can be used to form polymers or derivatized to form other monomers that can be used to form polymeric materials.

Ruthenium(II)-catalyzed regioselective reductive coupling of α-imino esters with dienes

A method for the highly regioselective reductive coupling reaction of N-aryl-α-imino esters with dienes is described. The method utilizes the RuHCl(CO)(PPh3)3/iPrOH catalytic system under an Ar atmosphere and provides α-branched allylic α-amino acid derivatives. Application of this transformation to the concise synthesis of a natural plant growth regulator is demonstrated.