Tag: M.W=600-700

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine, is researched, Molecular C24H9F18P, CAS is 175136-62-6, about Dichotomous mechanistic behavior in Narasaka-Heck cyclizations: electron-rich Pd-catalysts generate iminyl radicals, the main research direction is Narasaka Heck cyclization dichotomous mechanism palladium catalyst effect; oxime ester alkenyl intramol Narasaka Heck cyclization iminyl radical.SDS of cas: 175136-62-6.

Pd-catalyzed cyclizations of oxime esters with pendant alkenes are subject to an unusual ligand controlled mechanistic divergence. Pd-systems modified with electron-deficient phosphines (e.g. P(3,5-(CF3)2C6H3)3) promote efficient aza-Heck cyclization, wherein C-N bond formation occurred via alkene imino-palladation. Conversely, electron-rich ligands, such as P(t-Bu)3, cause deviation to a SET pathway and, in these cases, C-N bond formation occurred via cyclization of an iminyl radical. A series of mechanistic experiments differentiated the two pathways and the scope of the hybrid organometallic radical cyclization is outlined. This study represents a rare example in Pd-catalysis where selection between dichotomous mechanistic manifolds is facilitated solely by choice of phosphine ligand.

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 175136-62-6, is researched, SMILESS is FC(C1=CC(C(F)(F)F)=CC(P(C2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2)C3=CC(C(F)(F)F)=CC(C(F)(F)F)=C3)=C1)(F)F, Molecular C24H9F18PJournal, Article, Research Support, Non-U.S. Gov’t, Angewandte Chemie, International Edition called Transformations of Aryl Ketones via Ligand-Promoted C-C Bond Activation, Author is Li, Hanyuan; Ma, Biao; Liu, Qi-Sheng; Wang, Mei-Ling; Wang, Zhen-Yu; Xu, Hui; Li, Ling-Jun; Wang, Xing; Dai, Hui-Xiong, the main research direction is aryl borate preparation ketoarene ligand promoted bond activation; C−C bond activation; Pd catalysis; aryl ketones; borylation.HPLC of Formula: 175136-62-6.

The coupling of aromatic electrophiles (aryl halides, aryl ethers, aryl acids, aryl nitriles etc.) with nucleophiles is a core methodol. for the synthesis of aryl compounds Transformations of aryl ketones in an analogous manner via carbon-carbon bond activation could greatly expand the toolbox for the synthesis of aryl compounds due to the abundance of aryl ketones. An exploratory study of this approach is typically based on carbon-carbon cleavage triggered by ring-strain release and chelation assistance, and the products are also limited to a specific structural motif. Here we report a ligand-promoted β-carbon elimination strategy to activate the carbon-carbon bonds, which results in a range of transformations of aryl ketones, leading to useful aryl borates, and also to biaryls, aryl nitriles, and aryl alkenes. The use of a pyridine-oxazoline ligand is crucial for this catalytic transformation. A gram-scale borylation reaction of an aryl ketone via a simple one-pot operation is reported. The potential utility of this strategy is also demonstrated by the late-stage diversification of drug mols. probenecid, adapalene, and desoxyestrone, the fragrance tonalid as well as the natural product apocynin.

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine( cas:175136-62-6 ) is researched.Synthetic Route of C24H9F18P.Gaertner, Felix; Boddien, Albert; Barsch, Enrico; Fumino, Koichi; Losse, Sebastian; Junge, Henrik; Hollmann, Dirk; Brueckner, Angelika; Ludwig, Ralf; Beller, Matthias published the article 《Photocatalytic Hydrogen Generation from Water with Iron Carbonyl Phosphine Complexes: Improved Water Reduction Catalysts and Mechanistic Insights》 about this compound( cas:175136-62-6 ) in Chemistry – A European Journal. Keywords: hydrogen IR spectroscopy iron photocatalysis water splitting. Let’s learn more about this compound (cas:175136-62-6).

An extended study of a novel visible-light-driven water reduction system containing an iridium photosensitizer, an in situ iron(0) phosphine water reduction catalyst (WRC), and triethylamine as sacrificial reductant is described. The influences of solvent composition, ligand, ligand-to-metal ratio, and pH were studied. The use of monodentate phosphine ligands led to improved activity of the WRC. By applying a WRC generated in situ from Fe3(CO)12 and tris[3,5-bis(trifluoromethyl)phenyl]phosphine (P[C6H3(CF3)2]3, Fe3(CO)12/PR3=1:1.5), a catalyst turnover number of more than 1500 was obtained, which constitutes the highest activity reported for any Fe WRC. The maximum incident photon to hydrogen efficiency obtained was 13.4 % (440 nm). It is demonstrated that the evolved H2 flow (0.23 mmol H2 h-1 mg-1 Fe3(CO)12) is sufficient to be used in polymer electrolyte membrane fuel cells, which generate electricity directly from water with visible light. Mechanistic studies by NMR spectroscopy, in situ IR spectroscopy, and DFT calculations allow for an improved understanding of the mechanism. With respect to the Fe WRC, the complex [HNEt3]+[HFe3(CO)11]- was identified as the key intermediate during the catalytic cycle, which led to light-driven hydrogen generation from water.

The article 《Photocatalytic Hydrogen Generation from Water with Iron Carbonyl Phosphine Complexes: Improved Water Reduction Catalysts and Mechanistic Insights》 also mentions many details about this compound(175136-62-6)Synthetic Route of C24H9F18P, you can pay attention to it, because details determine success or failure

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine( cas:175136-62-6 ) is researched.Safety of Tris(3,5-bis(trifluoromethyl)phenyl)phosphine.Haji, Shaker; Erkey, Can published the article 《Investigation of rhodium catalyzed hydroformylation of ethylene in supercritical carbon dioxide by in situ FTIR spectroscopy》 about this compound( cas:175136-62-6 ) in Tetrahedron. Keywords: rhodium catalyzed hydroformylation ethylene supercritical carbon dioxide mechanism. Let’s learn more about this compound (cas:175136-62-6).

The reactions of RhH(CO)L3 [L=P(3,5-(CF3)2C6H3)3] with CO, H2, C2H4 and mixtures of these in supercritical carbon dioxide (scCO2) were investigated using high-pressure FTIR spectroscopy. The results were compared to the behavior of the conventional catalyst, RhH(CO)(PPh3)3, in organic solvents. RhH(CO)L3 does not dissociate in scCO2 and it is converted to RhH(CO)2L2 and to [Rh(CO)2L2]2 in the presence of CO and mainly to RhH(CO)L2 in the presence of an equimolar mixture of CO and H2. In the presence of CO and C2H4, the peaks observed in the acyl region and the terminal metal carbonyl region indicate the formation of three different acylrhodium complexes which are Rh(CO)L2(COEt), Rh(CO)2L2(COEt), and Rh(CO)3L(COEt). Similar species were also observed during the hydroformylation reaction. The first ever detection of the presence of Rh(CO)L2(COEt) under hydroformylation conditions provides direct evidence for the mechanism originally proposed by Wilkinson and co-workers. The carbonyl stretching frequencies of all of the rhodium-carbonyl species are shifted to higher wavenumbers due to a reduction of electron d. at the metal center by the CF3 groups.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Related Products of 175136-62-6. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine, is researched, Molecular C24H9F18P, CAS is 175136-62-6, about Cobalt-Catalyzed Intramolecular Alkyne/Benzocyclobutenone Coupling: C-C Bond Cleavage via a Tetrahedral Dicobalt Intermediate. Author is Zhu, Zixi; Li, Xinghan; Chen, Sicong; Chen, Peng-hao; Billett, Brent A.; Huang, Zhongxing; Dong, Guangbin.

A Co(0)-catalyzed intramol. alkyne/benzocyclobutenone coupling through C-C cleavage of benzocyclobutenones is described. Co2(CO)8/P[3,5-(CF3)2C6H3]3 was discovered to be an effective metal/ligand combination, which exhibits complementary catalytic activity to the previously established rhodium catalyst. In particular, the C8-substituted substrates failed in the Rh system, but succeeded with the Co catalysis. Exptl. and computational studies show that the initially formed tetrahedral dicobalt-alkyne complex undergoes C1-C2 activation via oxidative addition with Co(0), followed by migratory insertion and reductive elimination to give the β-naphthol products.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine, is researched, Molecular C24H9F18P, CAS is 175136-62-6, about Accessing Ambiphilic Phosphine Boronates through C-H Borylation by an Unforeseen Cationic Iridium Complex, the main research direction is ambiphilic phosphine boronate preparation crystal mol structure; cationic iridium catalyzed carbon hydrogen borylation phosphine; borane protected phosphine preparation crystal mol structure; C−H functionalization; ambiphilic molecules; borylation; homogeneous catalysis; phosphorus.Name: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine.

Ambiphilic mols., which contain a Lewis base and Lewis acid, are of great interest based on their unique ability to activate small mols. Phosphine boronates are one class of these substrates that have interesting catalytic activity. Direct access to these phosphine boronates is described through the iridium-catalyzed C-H borylation of phosphines. An unconventional cationic iridium catalyst was identified as optimal for a range of phosphines, providing good yields and selectivity across a diverse class of phosphine boronates (isolated as the borane-protected phosphine). A complimentary catalyst system (quinoline-based silane ligand with [(COD)IrOMe]2) was optimal for biphenyl-based phosphines. Selective polyborylation was also shown providing bis- and tris-borylated phosphines. Deprotection of the phosphine boronate provided free ambiphilic phosphine boronates, which do not have detectable interactions between the phosphorus and boron atoms in solution or the solid state.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine, is researched, Molecular C24H9F18P, CAS is 175136-62-6, about Full kinetic description of 1-octene hydroformylation in a supercritical medium, the main research direction is full kinetic model octene hydroformylation supercritical.Application of 175136-62-6.

The kinetics of the hydroformylation of 1-octene in a supercritical carbon dioxide medium, catalyzed by a tris(3,5-bis[trifluoromethyl]phenyl)phosphine-modified rhodium catalyst, were studied. The influence of the concentration of carbon dioxide, reactants, catalyst precursors, and the reaction temperature was determined A kinetic model was developed, which describes the concentration-time profiles of the reactants, the linear and branched aldehydes, and the internal alkenes. Using the kinetic model activation energies for hydroformylation of 1-octene to nonanal and 2-methyloctanal were determined Throughout the concentration ranges studied an approx. first order dependence of the hydroformylation rate on the hydrogen and catalyst concentration was found which indicated that oxidative addition of hydrogen was the rate limiting step. The increase in reaction rate and regioselectivity with an increase in ligand concentration is a striking feature of the catalyst studied here. At higher concentrations the reaction rate has a strong neg. order dependence on the carbon monoxide concentration The reaction rate had a pos. order in 1-octene at a concentration <0.5 mol L-1 while saturation kinetics were observed at a higher concentration The results were explained by invoking the contribution of both monophosphine and diphosphine rhodium species to the hydroformylation catalysis. After consulting a lot of data, we found that this compound(175136-62-6)Application of 175136-62-6 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine( cas:175136-62-6 ) is researched.Electric Literature of C24H9F18P.Koeken, Ard C. J.; van Vliet, Michiel C. A.; van den Broeke, Leo J. P.; Deelman, Berth-Jan; Keurentjes, Jos T. F. published the article 《Selectivity of rhodium-catalyzed hydroformylation of 1-octene during batch and semi-batch reaction using trifluoromethyl-substituted ligands》 about this compound( cas:175136-62-6 ) in Advanced Synthesis & Catalysis. Keywords: selectivity rhodium catalysis hydroformylation octene trifluoromethyl substituted ligand. Let’s learn more about this compound (cas:175136-62-6).

The regioselectivity of catalysts generated in situ from dicarbonyl rhodium(I)(2,4-pentanedione) and trifluoromethyl-substituted triphenylphosphine ligands has been evaluated during the hydroformylation of 1-octene. The influence of batch or semi-batch operation, the solvent, and the number of trifluoromethyl substituents has been investigated. During batch operation in a supercritical carbon dioxide (CO2)-rich system the differential n:iso ratio increases from approx. 4 to a value of 12-16 at about 90-95% conversion for the catalyst based on bis[3,5-bis(trifluoromethyl)phenyl]phenylphosphine. For semi-batch conditions using hexane a constant n:iso ratio is obtained over a broad conversion range. Batch hydroformylation in neat 1-octene is faster than in a supercritical CO2-rich, one-phase system, with a similar overall selectivity as observed in the supercritical case. The results provide further directions for the development of ligands that are especially designed for the separation of homogeneous catalysts in continuously operated hydroformylation in scCO2.

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Formula: C24H9F18P. 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(3,5-bis(trifluoromethyl)phenyl)phosphine, is researched, Molecular C24H9F18P, CAS is 175136-62-6, about Stepwise reaction of bis(iodozincio)methane with two different electrophiles. Author is Utimoto, Kiitiro; Toda, Narihiro; Mizuno, Takeshi; Kobata, Masami; Matsubara, Seijiro.

Pd-catalyzed coupling of CH2(ZnI)2 (I) with allylic and propargylic halides was studied. Thus, I coupled with cinnamyl chloride and then allyl bromide in the presence of Pd2(dba)3·CHCl3 and tri-2-furanylphosphine to give PhCH:CH(CH2)3CH:CH2 in 87% yield. MeCH(ZnI)2 was also used successfully.

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine(SMILESS: FC(C1=CC(C(F)(F)F)=CC(P(C2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2)C3=CC(C(F)(F)F)=CC(C(F)(F)F)=C3)=C1)(F)F,cas:175136-62-6) is researched.Formula: C24H9F18P. The article 《Rhodium(I)-α-Phenylvinylfluorenyl Complexes: Synthesis, Characterization, and Evaluation as Initiators in the Stereospecific Polymerization of Phenylacetylene》 in relation to this compound, is published in European Journal of Inorganic Chemistry. Let’s take a look at the latest research on this compound (cas:175136-62-6).

The synthesis, characterization and use, as initiators for phenylacetylene polymerizations, of three new rhodium(I)-vinyl complexes containing fluorenyl functionality with fluorine-functionalized phosphine ligands is described. Rh(nbd)(CPh:CFlu)P(4-FC6H4)3, Rh(nbd)(CPh:CFlu)P(4-CF3C6H4)3, and Rh(nbd)(CPh:CFlu)P[3,5-(CF3)2C6H3]3 (nbd: 2,5-norbornadiene; Flu: fluorenyl) were prepared and isolated as discrete, orange compounds and were readily recrystallized yielding x-ray quality crystals. All complexes were characterized by a combination of 1H, 31P, 19F, 103Rh NMR spectroscopy and 2D 31P-103Rh/31P-103Rh{103Rh} heteronuclear multiple-quantum correlation (HMQC) experiments, elemental anal., and single-crystal x-ray anal. The complexes were active as initiators in the co-ordination insertion polymerization of phenylacetylene, with initiation efficiencies spanning the range 13-56 %, and yielded polyphenylacetylenes of low dispersity (ETH = Mw/Mn) with high cis-transoidal stereoregularity.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem