Tag: M.W:900-1000

Product Details of 172418-32-5. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium, is researched, Molecular C46H46O4P2Pd2, CAS is 172418-32-5, about Pd-catalyzed Heck arylation of cycloalkenes: studies on selectivity comparing homogeneous and heterogeneous catalysts. Author is Djakovitch, L.; Wagner, M.; Hartung, C. G.; Beller, M.; Koehler, K..

Heck reactions of aryl bromides with cyclohexene and cyclopentene catalyzed by typical homogeneous as well as heterogeneous Pd catalysts (Pd/C, Pd/SiO2, Pd/MgO, Pd/Al2O3, and Pd(0), Pd(II) and [Pd(NH3)4]2+ in zeolites Y or ZSM-5) have been studied in order to get detailed information on the reaction mechanism with regard to the catalyst. The focus of the present investigation was on correlations between selectivity (Heck products: double bond isomers of arylcycloalkenes, dehalogenation and double arylation products) and nature of the catalyst or active Pd species. The results indicate that dissolved mol. Pd species are responsible for the Heck coupling for both homogeneous and heterogeneous (solid) catalysts, whereas dehalogenation is due to a mechanism involving the surface of solid Pd metal particles and radical processes. The selectivity of the reactions can be controlled by the choice of catalyst and reaction conditions (base, solvent, temperature).

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

SDS of cas: 172418-32-5. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium, is researched, Molecular C46H46O4P2Pd2, CAS is 172418-32-5, about Increasing Rates and Scope of Reactions: Sluggish Amines in Microwave-Heated Aminocarbonylation Reactions under Air. Author is Wannberg, Johan; Larhed, Mats.

Com. available molybdenum hexacarbonyl serves as a convenient and solid carbon monoxide source in palladium-catalyzed aminocarbonylations of aryl bromides and iodides. This improved microwave protocol, relying on DBU as base and THF as solvent, enables rapid couplings using otherwise sluggish anilines, tert-butylamine, and free amino acids. In addition, Cr(CO)6 and W(CO)6 were found to be useful alternative CO-releasing reagents. Altogether, 16 different aromatic amides R1CONR2R3 [R1 = Ph, 4-MeOC6H4, 2-MeC6H4, 4-F3CC6H4; R2 = H, R3 = Me3C, HO2CCH2, Ph, PhCH2, etc.; R2R3 = (CH2)5] were synthesized from aryl halides R1X (X = Br, iodo) and amines R2NHR3 on air in 35-95% yields after only 15 min of controlled microwave irradiation

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium, is researched, Molecular C46H46O4P2Pd2, CAS is 172418-32-5, about Palladium-Mediated [2+1] Cycloaddition of Norbornene Derivatives with Ynamides.Name: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium.

An efficient palladium-catalyzed [2+1] cycloaddition between ynamides (e.g., HCCNPhTs) and norbornenes or norbornadienes is reported. Both phosphapalladacycles and palladium/secondary phosphine oxide catalytic systems were found to be competent for the transformation allowing the preparation of aminomethylenecyclopropanes. The reaction showed general applicability to various functionalized bicyclo[2.2.1]hept-2-enes and ynamides. A chiral phosphapalladacycle was tested to carry out this transformation in an enantioselective fashion.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Formula: C46H46O4P2Pd2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium, is researched, Molecular C46H46O4P2Pd2, CAS is 172418-32-5, about Rapid Formation of Triarylphosphines by Microwave-Assisted Transition Metal-Catalyzed C-P Cross-Coupling Reactions. Author is Stadler, Alexander; Kappe, C. Oliver.

Rapid, direct transition metal-catalyzed C-P(III) cross-coupling reactions were performed by microwave dielec. heating, employing diphenylphosphine and aryl halides/triflates as substrates. Depending on the specific aryl halide/triflate precursor, the highest yields were obtained using heterogeneous or homogeneous Pd or Ni catalysts in DMF or NMP in the presence of KOAc or DABCO as a base. E.g., treating 0.75 mmol PhI with 0.5 mmol KOAc and 2.0 mol % Pd/C in 1.0 mL DMF and then with 0.5 mmol Ph2PH in a sealed tube with microwave irradiation at 190° for 3 min gave 98% Ph3P. Other iodoarene substrates tested included 1-iodonaphthalene, o-IC6H4Br, m-IC6H4OMe, o-IC6H4NH2 and o-IC6H4CO2H, and afforded the corresponding aryl(diphenyl)phosphines in 26-86% yields.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Woods, Jaime B.; Spears, Robin; Krauter, Jurgen; McCarthy, Tim; Murphy, Micheal; Hord, Lee; Doorley, Peter; Chen, Baoshu published the article 《Transition metal removal from organic media by Deloxan Metal Scavengers》. Keywords: catalyst removal Deloxan Metal Scavenger organic synthesis.They researched the compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium( cas:172418-32-5 ).Reference of trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:172418-32-5) here.

Catalysis is a valuable and indispensable tool in organic synthesis. Transition metals, most preferably precious metals, are often used. However, potential residual metal contamination from these heterogeneously or homogeneously catalyzed reactions may be detrimental to product quality or, as in the case of active pharmaceutical ingredients, the metal concentration in the final product may be regulated. Degussa’s Deloxan Metal Scavengers recover valuable precious metals from reaction mixtures and reduce the metal concentration in process solutions to an acceptable level (<5 ppm). This literature about this compound(172418-32-5)Reference of trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladiumhas given us a lot of inspiration, and I hope that the research on this compound(trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Qin, Shuanglin; Liu, Tongtong; Luo, Yunhao; Jiang, Shende; Yang, Guang published the article 《Diastereoselective Rh-catalyzed decarboxylative allylation to form quaternary stereocenters using sulfinimine as the directing group》. Keywords: chiral sulfinimine decarboxylative allylation diastereoselective rhodium catalyst.They researched the compound: Tris(triphenylphosphine)chlororhodium( cas:14694-95-2 ).Quality Control of Tris(triphenylphosphine)chlororhodium. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:14694-95-2) here.

In this paper, for the first time that the diastereoselective Rh-catalyzed decarboxylative allylation of chiral sulfinimines used to form quaternary stereocenters. The key factor in giving rise to the successful development of this method was the application of the com. available and achiral Wilkinson’s Rh catalyst. Explained by a plausible mechanism, the sulfinimine group might be a potent directing group chelated with Rh to construct intramol. steric hindrance. In addition, broad functional group tolerance was observed, and subsequently revealed the various transformations verifying the utility of this method for rapidly accessing complex enantio-enriched polycyclic compounds

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tris(triphenylphosphine)chlororhodium, is researched, Molecular C54H45ClP3Rh, CAS is 14694-95-2, about Mechanistic Insights into the Rh(I)/Rh2(II)-Catalyzed Divergent Ring-Opening of Cyclopropenes: A Computational Study, the main research direction is cyclopropene rhodium ring opening mechanism cycloisomerization PES.Application In Synthesis of Tris(triphenylphosphine)chlororhodium.

The mechanisms of transition-metal-catalyzed cyclopropenes involved reactions are complicated since diversified active intermediates could be potentially formed. Herein, computational studies were performed to gain mechanistic insights into the Rh(I)- and Rh2(II)-catalyzed regioselective ring-opening of allylic cyclopropenecarboxylate (1) and further rearrangement to form Δβ,γ butenolides. For the Rh(I)-catalyzed ring-opening of cyclopropene moiety of 1, an unusual oxidative addition of C-C σ bond of the three-membered ring onto Rh(I) to form the intermediate with a C-Rh σ bond and a π…Rh interaction is proposed. While, for the Rh2(II)-catalyzed reaction, it is more feasible for the cyclopropene moiety of 1 to convert to the Rh2(II) vinyl carbene intermediate. Despite the formation of different key intermediates for the Rh(I) and Rh2(II)-catalyzed ring-opening reactions, the subsequent intramol. nucleophilic cyclization to form furan derivatives is similar. In addition, the origins of different regioselectivities for the Rh(I) and Rh2(II)-catalyzed reactions are revealed.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Safety of Tris(triphenylphosphine)chlororhodium. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Tris(triphenylphosphine)chlororhodium, is researched, Molecular C54H45ClP3Rh, CAS is 14694-95-2, about Isomerising hydrosilylation of oleic acid esters with industrially important triethoxysilanes. Author is Herzog, Rainer F.; Huber, Thimo; Riepl, Herbert M..

It is a desirable reaction to shift the double bond of the naturally abundant oleic acid from plant oils to the terminal position to enable suitable hydrosilylation or other hydrometallations to obtain intermediates of polymer manufacture The catalyst [Ir(OMe)(1,5-cod)]2 is able to catalyze the 8-fold isomerization using simple alkyl silanes as reactant, but tech. more interesting alkoxysilanes do not react. It was found that combined application of HCo(N2)(PPh3)3 and Wilkinson’s catalyst isomerize and hydrosilylate oleic acid to the desired ω-triethoxysilyloctadecanoic acid ethylester but with still poor yield. Considerable improvement was found when the phosphines are changed, i.e. tris-p-tolylphosphine being the most effective yielding nearly 50% terminally hydrosilylated oleic acid ester.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Tris(triphenylphosphine)chlororhodium( cas:14694-95-2 ) is researched.Electric Literature of C54H45ClP3Rh.Zhang, Yu; Woods, Toby J.; Rauchfuss, Thomas B. published the article 《Application of Hemilabile Ligands to “”At-Metal Switching”” Hydrogenation Catalysis》 about this compound( cas:14694-95-2 ) in Organometallics. Keywords: Rh and Ir diphenylphosphinoanisole complexes; crystal structure rhodium iridium phenylphosphinoanisole hydride chloride complex; mol structure rhodium iridium phenylphosphinoanisole hydride chloride complex. Let’s learn more about this compound (cas:14694-95-2).

The paper describes the development of switchable catalysts, i.e. precatalysts that are activated by a reagent and the resulting active catalyst could be shut off with a 2nd reagent. A concept is introduced, involving oxidative addition of Rh(I) catalyst with trityl chloride and reductive activation of dichlororhodium(III) phosphines with cobaltocene. Part 1 of the paper describes the development of the catalytic platforms, which are 2-diphenylphosphinoanisole (PPh2An) complexes of Rh and Ir. Part 2 describes the proof-of-concept as applied to the hydrogenation of styrene, including mechanistic studies. The Rh catalysts were developed from Rh2Cl2(C2H4)4, which was converted to Rh2Cl2(C2H4)2(κ1-PPh2An)2 and RhCl(κ1-PPh2An)(κ2-PPh2An). This charge-neutral chloride is a precursor to [Rh(κ2-PPh2An)2]BArF4 and the precatalyst [RhCl2(κ2-PPh2An)2]BArF4. The Ir catalysts were developed from Ir2Cl2(coe)4, which reacts with PPh2An to give IrClH(κ2-PPh2C6H4OCH2)(κ2-PPh2An). This cyclometalated complex behaves equivalently to IrCl(PPh2An)2. IrClH(κ2-PPh2C6H4OCH2)(κ2-PPh2An) readily react with H2 to form IrClH2(κ1-PPh2An)(κ2-PPh2An), which is a viable precursor to the off state catalyst [IrCl2(κ2-PPh2An)2]BArF4. In part 2, the authors demonstrated that [MCl2(κ2-PPh2An)2]BArF4 (M = Rh, Ir) are inactive for styrene hydrogenation in contrast with the other M-PAn compounds Especially in the case of Rh, the hydrogenation is well controlled with the addition of selected reagents. Details of OA/RA are elucidated using cyclic voltammetry and stochiometric chem. redox experiments

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Computed Properties of C46H46O4P2Pd2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium, is researched, Molecular C46H46O4P2Pd2, CAS is 172418-32-5, about Synthesis of 8,9-(1,3-benzodioxolo-5,6)-5-azatricyclo[8.2.1.01,5]tridec-11-en-6-one. A convenient route to structural analogs of the alkaloid cephalotaxine. Author is Kuznetsov, N. Yu.; Zhun’, I. V.; Khrustalev, V. N.; Bubnov, Yu. N..

A synthetic route to 8,9-(1,3-benzodioxolo-5,6)-5-azatricyclo[8.2.1.01,5]tridec-11-en-6-one, structurally isomeric to the pentacyclic cephalotaxine nucleus, is suggested. The route is based on the sequences including diallylboration of 2-pyrrolidinone and intramol. metathesis of the resulting 2,2-diallylpyrrolidine, giving rise to 1-azaspiro[4.4]non-7-ene. This product was N-acylated with 6-bromohomopiperonylic acid chloride and then subjected to intramol. cyclization according to the Heck reaction.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate