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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, Organic Process Research & Development called Advancing Base-Metal Catalysis: Development of a Screening Method for Nickel-Catalyzed Suzuki-Miyaura Reactions of Pharmaceutically Relevant Heterocycles, Author is Goldfogel, Matthew J.; Guo, Xuelei; Melendez Matos, Jeishla L.; Gurak, John A. Jr.; Joannou, Matthew V.; Moffat, William B.; Simmons, Eric M.; Wisniewski, Steven R., the main research direction is heteroaryl halide boronic acid Suzuki Miyaura coupling; nickel base metal catalysis.Synthetic Route of C24H9F18P.

Interest in replacing palladium catalysts with base metals resulted in the development of a 24-reaction screening platform for identifying nickel-catalyzed Suzuki-Miyaura reaction conditions. This method was designed to be directly applicable to process scale-up by employing homogeneous reaction conditions alongside stable and inexpensive nickel(II) precatalysts and has proven to be broadly suitable for complex heterocyclic substrates relevant to bioactive mols. These advances were enabled by the key discovery that a methanol additive greatly improves the reaction performance and enables the use of organic-soluble amine bases. The screening platform and scale-up workflow were applied to a representative cross-coupling using the antipsychotic perphenazine and enabled the rapid development of a gram-scale synthesis that highlighted the utility of this method and the advantages of nickel catalysis for metal remediation.

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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 Synthesis and Application of 2,6-Bis(trifluoromethyl)-4-pyridyl Phosphanes: The Most Electron-Poor Aryl Phosphanes with Moderate Bulkiness, the main research direction is fluoromethylpyridylphosphine preparation steric effect Taft molybdenum rhodium catalyst; optimized mol structure Stille vinyltin transmetalation palladium fluoromethylpyridylphosphine DFT; Stille ketone addition arylboronic asym arylation tosylimine catalyst fluoromethylpyridylphosphine.Quality Control of Tris(3,5-bis(trifluoromethyl)phenyl)phosphine.

BFPy (BFPy = 2,6-bis(trifluoromethyl)-4-pyridyl) phosphines mimic the electronic and steric characters of P(C6F5)3 and PPh3, resp. These novel ligands showed a large ligand acceleration effect on Stille coupling, the Rh-catalyzed 1,2-addition of arylboronic acids to unactivated ketones and the asym. arylation of N-tosylimine using phenylboronic acid. Particularly in the last two cases, the BFPy phosphine achieved the record of the highest catalytic activity. The Stille coupling of iodobenzene with tributyl(vinyl)stannane in the presence of [Pd2[dba]3] (dba = dibenzylideneacetone) and P(BFPy)3 (1a) in THF gave styrene in 94% yield. The ligand effect in transmetalation of the vinyl group to Pd was evaluated by DFT calculations of the reaction of [L(Ph)PdI] (L = 1a, PPH3, AsPh3) with (vinyl)SnMe3. The BFPy phosphine ligand accelerated the Rh-catalyzed 1,2-addition of arylboronic acids to unactivated ketones. Reaction of five ketones with five arylboronic acids in the presence of [{RhOH(cod)}2] (cod = 1,5-cyclooctadiene) and biphenyl (±)-(6-MeO-2-P(BFPy)2C6H3)2 ((±)-3a) afforded the corresponding tert-alcs. in 81% to 99% yield. E.g., reaction of 4-trifluoromethylacetophenone with phenylboronic acid gave 1-phenyl-1-(4-trifluoromethylphenyl)ethanol in 99% yield. Highly enantioselective catalysis using (R)-3a was achieved in the asym. arylation of arylimine 4-MeOC6H4C(H):NTs (13, Ts = tosyl) with phenylboronic acid. The reaction of tosylimine 13 with one equivalent phenylboronic acid in the presence of [{RhCl(C2H4)2}2] and (R)-3a gave N-tosylamine (S)-4-MeOC6H4C(H)(Ph)N(H)Ts in 98% yield and 98% ee.

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Yao, Huifang; Liu, Yong; Tyagarajan, Sriram; Streckfuss, Eric; Reibarkh, Mikhail; Chen, Kuanchang; Zamora, Ismael; Fontaine, Fabien; Goracci, Laura; Helmy, Roy; Bateman, Kevin P.; Krska, Shane W. researched the compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine( cas:175136-62-6 ).Name: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine.They published the article 《Enabling Efficient Late-Stage Functionalization of Drug-Like Molecules with LC-MS and Reaction-Driven Data Processing》 about this compound( cas:175136-62-6 ) in European Journal of Organic Chemistry. Keywords: late stage drug functionalization LCMS automated reaction data processing. We’ll tell you more about this compound (cas:175136-62-6).

Late-stage functionalization (LSF) through C-H functionalization of drug leads is a powerful synthetic strategy for drug discovery. A key challenge in LSF is that multiple regioisomeric products are often generated, which requires slow and laborious product isolation and structure confirmation steps. To address this, an anal. approach using LC-HR-MS/MS coupled with automated chem. aware data processing was developed. Using this method to analyze reaction screening arrays based on three common C-H functionalization chemistries with a set of marketed drugs, the relative amount and localization of chem. modification could be determined for each regioisomeric product generated in the screening. This approach allows one to construct a workflow in which the various regioisomeric products of a given transformation are triaged according to their site of modification, allowing downstream isolation and structure elucidation efforts to focus on those analogs of highest interest, leading to an overall increase in productivity of the LSF strategy.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Computed Properties of C24H9F18P. 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 Development of highly efficient platinum catalysts for hydroalkoxylation and hydroamination of unactivated alkenes. Author is Zhou, Yali; Xu, Xingjun; Sun, Hongwei; Tao, Guanyu; Chang, Xiao-Yong; Xing, Xiangyou; Chen, Bo; Xu, Chen.

The design and discovery of “”donor-acceptor””-type platinum catalysts that were highly effective in both hydroalkoxylation and hydroamination of unactivated alkenes over a broad range of substrates under mild conditions were described. A number of alkene substitution patterns were accommodated, including tri-substituted, 1,1-disubstituted, (E)-disubstituted, (Z)-disubstituted and even mono-substituted double bonds. Detailed mechanistic investigations suggested a plausible pathway that included an unexpected dissociation/re-association of the electron-deficient ligand to form an alkene-bound “”donor-acceptor””-type intermediate. These mechanistic studies helped to understand the origins of the high reactivity exhibited by the catalytic system and provided a foundation for the rational design of chiral catalysts towards asym. hydrofunctionalization reactions.

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Recommanded Product: 175136-62-6. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine, is researched, Molecular C24H9F18P, CAS is 175136-62-6, about Effect of Ligand Modification on Rhodium-Catalyzed Homogeneous Hydroformylation in Supercritical Carbon Dioxide. Author is Palo, Daniel R.; Erkey, Can.

Several fluoroalkyl- and fluoroalkoxy-substituted tertiary arylphosphines were synthesized and studied in the homogeneous catalytic hydroformylation of 1-octene using HRh(CO)L3 (L = tertiary arylphosphine). The activity of the Rh complex (formed in situ from Rh(CO)2(acac) and L) increased with decreasing basicity of the phosphine according to the series [3,5-(CF3)2C6H3]3P > [4-CF3C6H4]3P ≈ [3-CF3C6H4]3P > [4-CF3OC6H4]3P > [4-F(CF2)4(CH2)3C6H4]3P. The very weakly basic phosphine (C6F5)3P did not complex with Rh(CO)2(acac), most likely due to a combination of electronic and steric factors. Steric effects did not play a role in either the activity or selectivity of the Rh catalysts that were formed under hydroformylation conditions.

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Piperidine – Wikipedia,
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Product Details 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 C-H borylation by platinum catalysis. Author is Furukawa, Takayuki; Tobisu, Mamoru; Chatani, Naoto.

Herein, authors describe the platinum-catalyzed borylation of aromatic C-H bonds. N-Heterocyclic carbene-ligated platinum catalysts are efficient catalysts for the borylation of aromatic C(sp2)-H bonds when bis(pinacolato)diboron is used as the boron source. The most remarkable feature of these Pt catalysts is their lack of sensitivity towards the degree of steric hindrance around the C-H bonds undergoing the borylation reaction. These Pt catalysts allow for the synthesis of sterically congested 2,6-disubstituted phenylboronic esters, which are otherwise difficult to synthesize using existing C-H borylation methods. Furthermore, platinum catalysis allows for the site-selective borylation of the C-H bonds ortho to fluorine substituents in fluoroarene systems. Preliminary mechanistic studies and work towards the synthetic application of this platinum catalyzed C-H borylation process are described.

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Piperidine – Wikipedia,
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Recommanded Product: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine. 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 Palladium(0)/PAr3-Catalyzed Intermolecular Amination of C(sp3)-H Bonds: Synthesis of β-Amino Acids. Author is He, Jian; Shigenari, Toshihiko; Yu, Jin-Quan.

An intermol. C(sp3)-H amination using a Pd0/PAr3 catalyst was developed. The reaction begins with oxidative addition of R2N-OBz to a Pd0/PAr3 catalyst and subsequent cleavage of a C(sp3)-H bond by the generated Pd-NR2 intermediate. The catalytic cycle proceeds without the need for external oxidants in a similar manner to the extensively studied palladium(0)-catalyzed C-H arylation reactions. An electron-deficient triarylphosphine ligand is crucial for this C(sp3)-H amination reaction to occur.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthetic Route of C24H9F18P. 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: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine, is researched, Molecular C24H9F18P, CAS is 175136-62-6, about Investigation of hydroformylation of olefins in supercritical carbon dioxide using phosphine modified rhodium catalyst. Author is Erkey, Can; Palo, Daniel R.; Haji, Shaker.

Hydroformylation of 1-octene was carried out in supercritical CO2 using HRh(CO)L3 catalyst where L is a fluoroalkyl- or fluoroalkoxy-substituted arylphosphine. The catalysts were prepared in situ under hydroformylation conditions from Rh(CO)2(acac) and the ligand. The activity of the catalysts increased with decreasing basicity of the phosphine ligand, P-[3,5-(CF3)2-C6H3]3 > P-(4-CF3-C6H4)3 = P-(3-CF3-C6H4)3 > P-(4-CF3-OC6H4)3 > P-4-[(CF2)4(CH2)3-C6H4]3. The mechanism of catalyst formation and substituent group effects on the phosphine ligands are described.

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application 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 Superstable Palladium(0) Complex as an Air- and Thermostable Catalyst for Suzuki Coupling Reactions. Author is Jakab, Alexandra; Dalicsek, Zoltan; Holczbauer, Tamas; Hamza, Andrea; Papai, Imre; Finta, Zoltan; Timari, Geza; Soos, Tibor.

An unprecedentedly thermo- and air-stable Pd0 complex from readily available electron-poor trifluoromethylated phosphine was serendipitously discovered. As detailed and comparative DFT calculations indicate, the stability of the complex is associated with unusually strong ligand-ligand noncovalent interactions. The unique stability and the presence of hydrophobic structural elements of the complex offer several practical advantages, which were exploited in catalytic Suzuki-Miyaura coupling reactions.

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Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Expansion of the Ligand Knowledge Base for Monodentate P-Donor Ligands (LKB-P), published in 2010-12-13, which mentions a compound: 175136-62-6, Name is Tris(3,5-bis(trifluoromethyl)phenyl)phosphine, Molecular C24H9F18P, COA of Formula: C24H9F18P.

Authors have expanded the ligand knowledge base for monodentate P-donor ligands (LKB-P, Chem. Eur. J.2006, 12, 291-302) by 287 ligands and added descriptors derived from computational results on a gold complex [AuClL]. This expansion to 348 ligands captures known ligand space for this class of monodentate two-electron donor ligands well, and we have used principal component anal. (PCA) of the descriptors to derive an improved map of ligand space. Potential applications of this map, including the visualization of ligand similarities/differences and trends in exptl. data, as well as the design of ligand test sets for high-throughput screening and the identification of ligands for reaction optimization, are discussed. Descriptors of ligand properties can also be used in regression models for the interpretation and prediction of available response data, and here we explore such models for both exptl. and calculated data, highlighting the advantages of large training sets that sample ligand space well.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem