Tag: M.W=450-500

Alsabeh, Pamela G. published the artcilePalladium-catalyzed synthesis of indoles via ammonia cross-coupling-alkyne cyclization, Safety of 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, the publication is Chemical Communications (Cambridge, United Kingdom) (2011), 47(24), 6936-6938, database is CAplus and MEDLINE.

The synthesis of indoles via the metal-catalyzed cross-coupling of ammonia is reported for the first time; the developed protocol also allows for the unprecedented use of methylamine or hydrazine as coupling partners. These Pd/Josiphos-catalyzed reactions proceed under relatively mild conditions for a range of 2-alkynylbromoarenes.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Safety of 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Alsabeh, Pamela G. published the artcileAn Examination of the Palladium/Mor-DalPhos Catalyst System in the Context of Selective Ammonia Monoarylation at Room Temperature, Related Products of catalysis-chemistry, the publication is Chemistry – A European Journal (2013), 19(6), 2131-2141, database is CAplus and MEDLINE.

An examination of the [{Pd(cinnamyl)Cl}₂]/Mor-DalPhos (Mor-DalPhos=di(1-adamantyl)-2-morpholinophenylphosphine) catalyst system in Buchwald-Hartwig aminations employing ammonia was conducted to better understand the catalyst formation process and to guide the development of precatalysts for otherwise challenging room-temperature ammonia monoarylations. The combination of [{Pd(cinnamyl)Cl}₂] and Mor-DalPhos afforded [(¦Ê²-P,N-Mor-DalPhos)Pd(¦Ç¹-cinnamyl)Cl] (2), which, in the presence of a base and chlorobenzene, generated [(¦Ê²-P,N-Mor-DalPhos)Pd(Ph)Cl] (1 a). Halide abstraction from 1 a afforded [(¦Ê³-P,N,O-Mor-DalPhos)Pd(Ph)]OTf (5), bringing to light a potential stabilizing interaction that is offered by Mor-DalPhos. An examination of [(¦Ê²-P,N-Mor-DalPhos)Pd(aryl)Cl] and related precatalysts for the coupling of ammonia and chlorobenzene at room temperature established the suitability of 1 a in such challenging applications. The scope of reactivity for the use of 1 a (5 mol %) encompassed a range of (hetero)aryl (pseudo)halides (X=Cl, Br, I, OTs) with diverse substituents (alkyl, aryl, ether, thioether, ketone, amine, fluoro, trifluoromethyl, and nitrile), including chemoselective arylations.

Chemistry – A European Journal published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Yagodkin, Andrey published the artcileStraightforward carbamoylation of nucleophilic compounds employing organic azides, phosphines, and aqueous trialkylammonium hydrogen carbonate, Related Products of catalysis-chemistry, the publication is Tetrahedron (2010), 66(12), 2210-2221, database is CAplus.

In the presence of aqueous trialkylammonium hydrogen carbonate, the Staudinger reaction leads to the intermediate formation of the corresponding isocyanate, which, in turn, reacts further with a nucleophilic reagent also present in the mixture and results in carbamoylation with good yield. On the basis of this reaction a practical carbamoylation procedure was devised and a comparative study on suitability of different solvents and phosphorus (III) derivatives for carbamoylation reaction was conducted. The versatility of the method was demonstrated by examples with different classes of nucleophilic compounds that included the aminomethyl resin and natural compounds that display poor solubility in organic solvents.

Tetrahedron published new progress about 30670-30-5. 30670-30-5 belongs to catalysis-chemistry, auxiliary class Polyfluoroalkanes, name is 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, and the molecular formula is C9H21NO3, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Jung, Byung Jun published the artcileAir-Operable, High-Mobility Organic Transistors with Semifluorinated Side Chains and Unsubstituted Naphthalenetetracarboxylic Diimide Cores: high Mobility and Environmental and Bias Stress Stability from the Perfluorooctylpropyl Side Chain, Name: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, the publication is Advanced Functional Materials (2010), 20(17), 2930-2944, database is CAplus.

N,N’-bis(3-(perfluoroctyl)propyl)-1,4,5,8-naphthalenetetracarboxylic acid diimide (8-3-NTCDI) was newly synthesized, as were related fluorooctylalkyl-NTCDIs and alkyl-NTCDIs. The 8-3-NTCDI-based organic thin-film transistor (OTFT) on an octadecyltrimethoxysilane (OTS)-treated Si/SiO₂ substrate shows apparent electron mobility approaching 0.7 cm² V^-1s^-1 in air. The fluorooctylethyl-NTCDI (8-2-NTCDI) and fluorooctylbutyl-NTCDI (8-4-NTCDI) had significantly inferior properties even though their chem. structures are only slightly different, and nonfluorinated decyl and undecyl NTCDIs did not operate predictably in air. From at. force microscopy, the 8-3-NTCDI active layer deposited with the substrate at 120¡ã forms a polycrystalline film with grain sizes >4¦Ìm. Mobilities were stable in air for one week. After 100 days in air, the average mobility of three OTFTs decreased from 0.62 to 0.12 cm² V^-1s^-1, but stabilized thereafter. The threshold voltage (V_T) increased by 15 V in air, but only by 3 V under nitrogen, after one week. On/off ratios were stable in air throughout. The authors also studied transistor stability to gate bias stress. The transistor on hexamethlydisilazane (HMDS) is more stable than that on OTS with mobility comparable to amorphous Si TFTs. V_T shifts caused by ON (30 V) and OFF (-20 V) gate bias stress for the HMDS samples for 1 h were 1.79 V and 1.27 V under N₂, resp., and relaxation times of 10⁶ and 10⁷ s were obtained using the stretched exponential model. These performances are promising for use in transparent display backplanes.

Advanced Functional Materials published new progress about 30670-30-5. 30670-30-5 belongs to catalysis-chemistry, auxiliary class Polyfluoroalkanes, name is 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, and the molecular formula is C10H6F17N, Name: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Cook, Earl W. F. published the artcileSulfur-containing DalPhos ligand variants: synthesis and application in Buchwald-Hartwig amination, Recommanded Product: 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, the publication is Canadian Journal of Chemistry (2015), 93(3), 326-333, database is CAplus.

New P,S-DalPhos ligands Ad₂PXSAr (L³-L⁶; Ad = 1-adamantyl, X = 1,2-C₆H₄; Ar = alkylphenyl) and Ad₂PX¹N(CH₂CH₂)₂O (X¹ = 3,2-thiophenediyl) featuring pairings of phosphorus and sulfur donor groups as well as new sulfur-containing analogs of the previously reported P,N-ligands Me-DalPhos and Mor-DalPhos, featuring a 2,3-disubstituted thiophene backbone. Palladium organometallic phosphine-thioether and phosphine-amine complexes were also obtained and characterized. In examining the catalytic performance of these new sulfur-containing ligands in the Buchwald-Hartwig amination of octylamine, aniline, or ammonia with 4-chlorotoluene, noteworthy differences in reactivity behavior relative to Me-DalPhos and Mor-DalPhos were observed

Canadian Journal of Chemistry published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Recommanded Product: 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Fordham, James M. published the artcileA “Pool and Split” Approach to the Optimization of Challenging Pd-Catalyzed C-N Cross-Coupling Reactions, Computed Properties of 1237588-12-3, the publication is Journal of Organic Chemistry (2022), 87(6), 4400-4414, database is CAplus and MEDLINE.

A screening method for the rapid identification of catalytic conditions for Pd-catalyzed C-N cross-coupling reactions was reported. The strategy evaluates mixtures of precatalysts, ligands and bases to identify productive conditions that are subsequently optimized through two deconvolution steps, which uncover the active catalyst and identify the optimal solvent and base for the catalytic system. The efficacy of this approach was demonstrated through application to a previously reported reaction, whereby both the literature conditions and addnl. solutions were retrieved. The same approach to Ni-catalyzed C-N cross-coupling was investigated in parallel but was found to be less successful due to limited activity of the evaluated reagent combinations. Finally, the utility of this method was showcased by identifying effective conditions for the Pd-catalyzed cross-coupling of complex mols., which not only revealed nonobvious solutions for the processes under evaluation, but also resulted in the discovery of new chem. reactions.

Journal of Organic Chemistry published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Computed Properties of 1237588-12-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Schaetti, Jonas published the artcileMatter-wave interference and deflection of tripeptides decorated with fluorinated alkyl chains, Safety of 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, the publication is Journal of Mass Spectrometry (2020), 55(6), e4514, database is CAplus and MEDLINE.

Studies of neutral biomols. in the gas phase allow for the study of mol. properties in the absence of solvent and charge effects, thus complementing spectroscopic and anal. methods in solution or in ion traps. Some properties, such as the static electronic susceptibility, are best accessed in experiments that act on the motion of the neutral mols. in an elec. field. Here, the authors screen seven peptides for their thermal stability and electron impact ionizability. The authors identify two tripeptides as sufficiently volatile and thermostable to be evaporated and interfered in the long-baseline universal matter-wave interferometer. Monitoring the deflection of the interferometric mol. nanopattern in a tailored external elec. field allows the authors to measure the static mol. susceptibility of Ala-Trp-Ala and Ala-Ala-Trp bearing fluorinated alkyl chains at C- and N-termini. The resp. values are 4¦Ð¦Å0 ¡Á 330 ¡À 150 ?3 and 4¦Ð¦Å0 ¡Á 270 ¡À 80 ?3.

Journal of Mass Spectrometry published new progress about 30670-30-5. 30670-30-5 belongs to catalysis-chemistry, auxiliary class Polyfluoroalkanes, name is 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, and the molecular formula is C10H6F17N, Safety of 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Carlsen, Peter N. published the artcileStudies toward the AB ring system of the tetrapetalone natural products, Category: catalysis-chemistry, the publication is Tetrahedron (2015), 71(35), 5886-5896, database is CAplus and MEDLINE.

Synthetic efforts toward the rapid assembly of the AB ring system of the tetrapetalones, e.g., I, is described. Key to this work was the use of [3+2]-cycloaddition/oxidative extrusion methodol. to furnish functionalized aryl enones. The Nazarov cyclization of these substrates was examined, and optimized to generate the AB ring carbon skeleton. Then, Pd-catalyzed cross-coupling were conducted, and conditions were identified that enabled installation of the requisite C14-N bond.

Tetrahedron published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Petit, F. published the artcileAssociating Polyelectrolytes with Perfluoroalkyl Side Chains: Aggregation in Aqueous Solution, Association with Surfactants, and Comparison with Hydrogenated Analogs, Application In Synthesis of 30670-30-5, the publication is Langmuir (1997), 13(16), 4229-4233, database is CAplus.

Derivatives of poly(sodium acrylate) bearing a few mole percent of perfluoroalkyl side chains were synthesized. Their solution properties were investigated by rheol. and compared to those of their hydrogenated analogs. As the hydrogenated modified polymers, these new materials display an associating behavior. In semidilute solution the modified polymer exhibits viscosities of several orders of magnitude higher than the unmodified poly(sodium acrylate). However, this viscosifying effect is more pronounced for the perfluorinated derivatives By comparing the rheol. behaviors we find that a polymer bearing C₇F₁₅CH₂ side groups is as associative as a polymer containing the same fraction of C₁₃H₂₇ chains. This is in agreement with Ravey and Stebe’s¹ conclusions concerning surfactant association that a CF₂ is equivalent to 1.7CH₂ as regards its hydrophobicity. Mixtures of the perfluorinated polymers with their hydrogenated analogs or with hydrogenated surfactants were successively studied. For low modification ratios (¡Ü7 mol %) and at concentration ranges close to the critical aggregation concentration the mixing is not ideal. This is in line with the nonideal behavior displayed by mixtures of perfluorinated and hydrogenated surfactants.

Langmuir published new progress about 30670-30-5. 30670-30-5 belongs to catalysis-chemistry, auxiliary class Polyfluoroalkanes, name is 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, and the molecular formula is C10H6F17N, Application In Synthesis of 30670-30-5.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Glinel, K. published the artcileComparison of the associating behavior between neutral and anionic alkylperfluorinated pullulan derivatives, Application In Synthesis of 30670-30-5, the publication is Polymer (1999), 40(25), 7071-7081, database is CAplus.

New hydrophobically modified pullulans were synthesized in two ways: (i) neutral derivatives (HMPFs) obtained by direct esterification of pullulan with a perfluoroalkyl carboxylic acid (C₈F₁₇CH₂CH₂COOH), and (ii) ionic derivatives (HMCMPs) obtained by amidation of carboxymethylpullulan with two perfluoroalkylamines (C₇F₁₅CH₂NH₂ and C₈F₁₇CH₂CH₂NH₂). The molar hydrophobe contents ranged from 1.1 to 4.8% with respect to the anhydroglucose units. Associative properties in aqueous solutions were studied by rheol. and size-exclusion chromatog./light-scattering measurements. In dilute solution, the polymers form intermol. aggregates with a more compact conformation than that of precursors. In semi-dilute solution, the ionic derivatives are more viscosifying than neutral because of their better solubility This effect is significant as the alkylperfluorinated chain length increases.

Polymer published new progress about 30670-30-5. 30670-30-5 belongs to catalysis-chemistry, auxiliary class Polyfluoroalkanes, name is 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, and the molecular formula is C10H6F17N, Application In Synthesis of 30670-30-5.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia