Day: April 11, 2022

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

Safety of tert-Butyl ((1S,2S)-2-hydroxycyclohexyl)carbamate. 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: tert-Butyl ((1S,2S)-2-hydroxycyclohexyl)carbamate, is researched, Molecular C11H21NO3, CAS is 145166-06-9, about Study of stereomeric peptoid chiral stationary phases containing different chiral side chains. Author is Wu, Haibo; Song, Guangjun; Wang, Dongqiang; Yu, Hui; Ke, Yanxiong; Liang, Xinmiao.

The authors studied six stereomeric peptoid chiral stationary phases (CSPs) successively combining N’-phenyl-proline amide, α-phenylethyl amine, 2-aminocyclohexyl phenylcarbamate and another α-phenylethyl amine under normal phase mode. CSPs 1-4, I, with R-S-(1R,2R)-S, R-S-(1S,2S)-S, R-R-(1R,2R)-R and R-R-(1S,2S)-R configuration exhibited much different enantiorecognition abilities. Overall, CSPs 1 and 2 performed better for the 55 analytes tested. CSP 5 (I, R-S-rac-S) with mixed selectors combined partial selectivities of CSPs 1 and 2. CSP 6 (I, S-R-(1R,2R)-R) as enantiomeric counterpart of CSP 2 exhibited similar enantioseparation ability and reversal elution orders for analytes resolved. For several biaryl type analytes, CSP 6 even outperformed com. Chiralpak AD-H and Chiralcel OD-H. Excellent resolution of 3,3′-diphenyl-2,2′-bi-1-naphthalol (VANOL) on CSP 6 illustrated its potential application in preparative enantioseparation Eluting orders of enantiomers on stereomeric CSPs also provided the authors further insight into enantiorecognition of some analytes.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

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: 1-Boc-4-(Aminomethyl)piperidine, is researched, Molecular C11H22N2O2, CAS is 144222-22-0, about Ni-catalyzed hydroalkylation of olefins with N-sulfonyl amines.Product Details of 144222-22-0.

Herein, a reliable method for accessing α-branched amines RNHCH(R1)(CH2)2R2 (R = (4-methylphenyl)sulfonyl, (2,4,6-trimethylphenyl)sulfonyl; R1 = Ph, 4-morpholinophenyl, furan-2-yl, etc.; R2 = Ph, 3-fluorophenyl, 9H-fluoren-2-yl, etc.) via nickel-catalyzed hydroalkylation reactions was reported. Specifically, by using bis(cyclooctadiene)nickel (Ni(cod)2) together with a phosphine ligand, a formal C(sp3)-H bond insertion reaction between olefins CH2=CHR2 and N-sulfonyl amines RNHCH2R1 without the need for an external hydride source was achieved. The amine not only provides the alkyl motif but also delivers hydride to the olefin by means of a nickel-engaged β-hydride elimination/reductive elimination process. This method provides a platform for constructing chiral α-branched amines (R/S)-RNHCH(R1)CH2CH2R2 by using a P-chiral ligand, demonstrating its potential utility in organic synthesis. Notably, a sulfonamidyl boronate complex formed in situ under basic conditions promotes ring-opening of the azanickellacycle reaction intermediate, leading to a significant improvement of the catalytic efficiency.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Electric Literature of C3F9FeO9S3. 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: Iron(III) trifluoromethanesulfonate, is researched, Molecular C3F9FeO9S3, CAS is 63295-48-7, about Hidden Bronsted Acid Catalysis: Pathways of Accidental or Deliberate Generation of Triflic Acid from Metal Triflates. Author is Dang, Tuan Thanh; Boeck, Florian; Hintermann, Lukas.

The generation of a hidden Bronsted acid as a true catalytic species in hydroalkoxylation reactions from metal precatalysts has been clarified in case studies. The mechanism of triflic acid (CF3SO3H or HOTf) generation starting either from AgOTf in 1,2-dichloroethane (DCE) or from a Cp*RuCl2/AgOTf/phosphane combination in toluene has been elucidated. The deliberate and controlled generation of HOTf from AgOTf and cocatalytic amounts of tert-Bu chloride in the cold or from AgOTf in DCE at elevated temperatures results in a hidden Bronsted acid catalyst useful for mechanistic control experiments or for synthetic applications.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application of 63295-48-7. 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: Iron(III) trifluoromethanesulfonate, is researched, Molecular C3F9FeO9S3, CAS is 63295-48-7, about Synthesis of conductive elastomeric foams using supercritical carbon dioxide: the effect of ethanol cosolvent on the impregnation of the foam with oxidant. Author is Shenoy, Suresh L.; Kaya, Ipek; Cohen, Daniel; Erkey, Can; Weiss, R. A..

Conductive elastomeric polypyrrole/polyurethane composite foams were prepared using supercritical CO2 in place of organic solvent to incorporate ferric triflate into a polyurethane foam for the chem. oxidative polymerization of pyrrole. A small amount of EtOH cosolvent greatly improved the solubility of ferric triflate in supercritical CO2.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Separation of halogenated acetic and propionic acids by paper chromatography》. Authors are Chittum, John W.; Gustin, Thomas A.; McGuire, Robert L.; Sweeney, John T..The article about the compound:2,3-Dibromopropionic acidcas:600-05-5,SMILESS:O=C(O)C(Br)CBr).Computed Properties of C3H4Br2O2. Through the article, more information about this compound (cas:600-05-5) is conveyed.

cf. C.A. 46, 889i. Mixtures containing (1) AcOH, ClCH2CO2H, Cl2CHCO2H, and Cl3CCO2H and (2) AcOH, BrCH2CO2H, Br2CHCO2H, and Br3CCO2H were separated by the method of Reid and Lederer (C.A. 46, 1923a). Rf values are given for the above acids and certain halogenated propionic acids.

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Reference:
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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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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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Potassium trifluoro(1-methyl-1H-pyrazol-5-yl)borate, is researched, Molecular C4H5BF3KN2, CAS is 1258323-45-3, about Nickel-Catalyzed Cross-Coupling of Potassium Aryl- and Heteroaryltrifluoroborates with Unactivated Alkyl Halides, the main research direction is arene preparation; potassium aryltrifluoroborate alkyl halide cross coupling nickel catalyst.Quality Control of Potassium trifluoro(1-methyl-1H-pyrazol-5-yl)borate.

A method for the cross-coupling of alkyl electrophiles with various potassium aryl- and heteroaryltrifluoroborates has been developed. Nearly stoichiometric amounts of organoboron species could be employed to cross-couple a large variety of challenging heteroaryl nucleophiles. Several functional groups were tolerated on both the electrophilic and the nucleophilic partners. Chemoselective reactivity of C(sp3)-Br bonds in the presence of C(sp2)-Br bonds was achieved.

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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: 63295-48-7, is researched, SMILESS is O=S(C(F)(F)F)([O-])=O.O=S(C(F)(F)F)([O-])=O.O=S(C(F)(F)F)([O-])=O.[Fe+3], Molecular C3F9FeO9S3Journal, Energy & Environmental Science called Mono- and tri-ester hydrogenolysis using tandem catalysis. Scope and mechanism, Author is Lohr, Tracy L.; Li, Zhi; Assary, Rajeev S.; Curtiss, Larry A.; Marks, Tobin J., the main research direction is mono tri ester hydrogenolysis tandem catalyst biodiesel.Application In Synthesis of Iron(III) trifluoromethanesulfonate.

The scope and mechanism of thermodynamically leveraged ester RC(O)O-R’ bond hydrogenolysis by tandem metal triflate + supported Pd catalysts are investigated both exptl. and theor. by DFT and energy span anal. This catalytic system has a broad scope, with relative cleavage rates scaling as, tertiary > secondary > primary ester at 1 bar H2, yielding alkanes and carboxylic acids with high conversion and selectivity. Benzylic and allylic esters display the highest activity. The rate law is ν = k[M(OTf)n]1[ester]0[H2]0 with an H/D kinetic isotope effect = 6.5 ± 0.5, implying turnover-limiting C-H scission following C-O cleavage, in agreement with theory. Intermediate alkene products are then rapidly hydrogenated. Applying this approach with the very active Hf(OTf)4 catalyst to bio-derived triglycerides affords near-quant. yields of C3 hydrocarbons rather than glycerol. From model substrates, it is found that RC(O)O-R’ cleavage rates are very sensitive to steric congestion and metal triflate identity. For triglycerides, primary/external glyceryl CH2-O cleavage predominates over secondary/internal CH-O cleavage, with the latter favored by less acidic or smaller ionic radius metal triflates, raising the diester selectivity to as high as 48% with Ce(OTf)3.

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Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem