Category: 175136-62-6

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, Inorganic Chemistry called Anticancer C,N-Cycloplatinated(II) Complexes Containing Fluorinated Phosphine Ligands: Synthesis, Structural Characterization, and Biological Activity, Author is Cutillas, Natalia; Martinez, Alexandra; Yellol, Gorakh S.; Rodriguez, Venancio; Zamora, Ana; Pedreno, Monica; Donaire, Antonio; Janiak, Christoph; Ruiz, Jose, the main research direction is platinum cyclometalated dimethylbenzylamine fluorophosphine complex preparation anticancer biol activity; fluorophosphine platinum antitumor human breast ovary cathepsin B inhibitor; crystal structure mol platinum cyclometalated dimethylbenzylamine fluorinated phosphine complex.Synthetic Route of C24H9F18P.

A series of potent C,N-cycloplatinated-(II) phosphine antitumor complexes containing fluorous substituents in the cyclometalated or the ancillary phosphine ligands [Pt-(C-N)-(PR3)-Cl] or both have been synthesized and characterized. The crystal structure of [Pt-(dmba)-{P-(C6H4CF3-p)3}-Cl]·2CH2Cl2 (dmba = dimethylaminomethyl-phenyl) has been established by X-ray diffraction. Values of IC50 of the new platinum complexes were calculated toward a panel of human tumor cell lines representative of ovarian (A2780 and A2780cisR) and breast cancers (T47D). Complexes containing P-(C6H4CF3-p)3 as ancillary ligand (with a bulky and electroneg. CF3 substituent in para position) were the most cytotoxic compounds in all the tested cancer cell lines. In some cases, the IC50 values were 16-fold smaller than that of cisplatin and 11-fold smaller than the non-fluorous analog [Pt-(dmba)-(PPh3)-Cl]. On the other hand, very low resistance factors (RF) in A2780cisR (cisplatin-resistant ovarian carcinoma) at 48 h were observed (RF ≈ 1) for most of the new compounds Anal. of cell cycle was done for the three more active compounds in A2780. They arrest cell growth in G0/G1 phase in contrast to cisplatin (S phase) with a high incidence of late-stage apoptosis. They are also good cathepsin B inhibitors (an enzyme implicated in a number of cancer related events).

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application In Synthesis of Tris(3,5-bis(trifluoromethyl)phenyl)phosphine. 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 Synthesis and characterization of trisarylphosphine selenides: further insight into the effect of fluoroalkylation on the electronic properties of trisarylphosphines. Author is Adams, Dave J.; Bennett, James A.; Duncan, Daniel; Hope, Eric G.; Hopewell, Jonathan; Stuart, Alison M.; West, Andrew J..

Variations in the magnitude of the 1JSeP coupling constants for a range of P(V) selenides, e.g., Ph3-nP(Se)(C6H4R)n (I, n = 1,2,3, R = CF3, C6F13, C8F17, C2H4C6F13) and Pt complexes, e.g., PtCl2L2 [II, L = Ph3-nP(C6H4R)n], allow the efficiency of different spacer groups at insulating the P center in triarylphosphines from highly electron-withdrawing perfluoroalkyl groups to be established. I were prepared from reactions of the arylphosphines, e.g., Ph3-nP(C6H4R)n, with selenium powder in chloroform at 70°; II were prepared from the reactions of arylphosphines with PtCl2(CH3CN)2 in CH2Cl2 under reflux.

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Reference:
Piperidine – Wikipedia,
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Recommanded Product: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Tris(3,5-bis(trifluoromethyl)phenyl)phosphine, is researched, Molecular C24H9F18P, CAS is 175136-62-6, about Highly Efficient Narasaka-Heck Cyclizations Mediated by P(3,5-(CF3)2C6H3)3: Facile Access to N-Heterobicyclic Scaffolds. Author is Faulkner, Adele; Bower, John F..

Highly efficient palladium-catalyzed cyclizations of oxime esters with cyclic alkenes were used as a general entry to perhydroindole and related scaffolds. The chem. is reliant upon the use of P(3,5-(CF3)2C6H3)3 for the key C(sp3)-N bond-forming process and this facilitates cyclizations with enhanced levels of efficiency across a range of sterically and electronically distinct substrates.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Selectively Measuring π Back-Donation in Gold(I) Complexes by NMR Spectroscopy, published in 2015, which mentions a compound: 175136-62-6, mainly applied to gold complex NMR Eyring plot Tolman electronic parameter DFT; NMR spectroscopy; bond theory; density functional calculations; gold; ligands, Application of 175136-62-6.

Even though the Dewar-Chatt-Duncanson model has been successfully used by chemists since the 1950s, no exptl. methodol. is yet known to unambiguously estimate the constituents (donation and back-donation) of a metal-ligand interaction. It is demonstrated here that one of these components, the metal-to-ligand π back-donation, can be effectively probed by NMR measurements aimed at determining the rotational barrier of a C-N bond (ΔHr≠) of a nitrogen acyclic carbene ligand. A large series of gold(I) complexes have been synthesized and analyzed, and it was found that the above exptl. observables show an accurate correlation with back-donation, as defined theor. by the appropriate charge displacement originated upon bond formation. The proposed method is potentially of wide applicability for analyzing the ligand effect in metal catalysts and guiding their design.

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Reference:
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, 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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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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Piperidine – Wikipedia,
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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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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,
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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