Month: December 2022

Abrahami, Renata A. published the artcileA de novo synthetic route to 1,2,3,4-tetrahydroisoquinoline derivatives, Recommanded Product: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-amine, the publication is Synlett (2018), 29(15), 2066-2070, database is CAplus.

A novel synthetic approach was developed for the construction of the 1,2,3,4-tetrahydroisoquinoline framework, e.g. I (R¹ = Et, CHF₂CH₂, CF₃CH₂, CF₃CHMe, PhCH₂, etc.; R² = H, Br), possessing varied functions. The synthetic strategy is based on oxidative ring opening of the corresponding indandiols, e.g. II, followed by double reductive amination of the dicarbonyl intermediates with various primary alkyl- or fluoroalkylamines R¹NH₂.

Synlett 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, Recommanded Product: 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

Wang, Min-Chen published the artcileMultigenerational inspections of environmental thermal perturbations promote metabolic trade-offs in developmental stages of tropical fish, COA of Formula: C22H32O2, the publication is Environmental Pollution (Oxford, United Kingdom) (2022), 119605, database is CAplus and MEDLINE.

Global warming both reduces global temperature variance and increases the frequency of extreme weather events. In response to these ambient perturbations, animals may be subject to trans- or intra-generational phenotype modifications that help to maintain homeostasis and fitness. Here, we show how temperature-associated transgenerational plasticity in tilapia affects metabolic trade-offs during developmental stages under a global warming scenario. Tropical tilapia reared at a stable temperature of 27¡ãC for a decade were divided into two temperature-experience groups for four generations of breeding. Each generation of one group was exposed to a single 15¡ãC cold-shock experience during its lifetime (cold-experienced CE group), and the other group was kept stably at 27¡ãC throughout their lifetimes (cold-naive CN group). The offspring at early life stages from the CE and CN tilapia were then assessed by metabolomics-based profiling, and the results implied that parental cold-experience might affect energy provision during reproduction Furthermore, at early life stages, progeny may be endowed with metabolic traits that help the animals cope with ambient temperature perturbations. This study also applied the feature rescaling and Uniform Manifold Approximation and Projection (UMAP) to visualize metabolic dynamics, and the result could effectively decompose the complex omic-based datasets to represent the energy trade-off variability. For example, the carbohydrate to free amino acid conversion and enhanced compensatory features appeared to be hypothermic-responsive traits. These multigenerational metabolic effects suggest that the tropical ectothermic tilapia may exhibit transgenerational phenotype plasticity, which could optimize energy allocation under ambient temperature challenges. Knowledge about such metabolism-related transgenerational plasticity effects in ectothermic aquatic species may allow us to better predict how adaptive mechanisms will affect fish populations in a climate with narrow temperature variation and frequent extreme weather events.

Environmental Pollution (Oxford, United Kingdom) published new progress about 6217-54-5. 6217-54-5 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Aliphatic hydrocarbon chain,Metabolic Enzyme,RAR/RXR,Natural product, name is Docosahexaenoic Acid, and the molecular formula is C10H16Br3N, COA of Formula: C22H32O2.

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

Hatanaka, Yasuo published the artcileSelective synthesis of unsymmetrical biaryls via palladium-catalyzed cross-coupling of arylfluorosilanes with aryl iodides, HPLC of Formula: 312-40-3, the publication is Chemistry Letters (1989), 1711-14, database is CAplus.

In the presence of KF, arylfluorosilanes readily participate in Pd-catalyzed cross-coupling reaction with aryl iodides to give unsym. biaryls in good yields. Thus the coupling of PhSiEtF₂ with 4-IC₆H₄OEt gave 81% 4-PhC₆H₄OEt.

Chemistry Letters published new progress about 312-40-3. 312-40-3 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Difluorodiphenylsilane, and the molecular formula is C12H10F2Si, HPLC of Formula: 312-40-3.

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

Nishimine, Takayuki published the artcileKinetic Resolution of Allyl Fluorides by Enantioselective Allylic Trifluoromethylation Based on Silicon-Assisted C-F Bond Cleavage, Synthetic Route of 1206-46-8, the publication is Angewandte Chemie, International Edition (2014), 53(2), 517-520, database is CAplus and MEDLINE.

Under optimized reaction conditions, the synthesis of the target compounds was achieved by a reaction of trimethyl(trifluoromethyl)silane with Morita-Baylis-Hillman-reaction products [¦Â-fluoro-¦Á-(methylene)benzenepropanoic acid ester derivatives] using (9S)-(9”S)-9,9”-[1,4-phthalazinediylbis(oxy)]bis[10,11-dihydro-6′-methoxycinchonan] [i.e., (DHQD)₂PHAL] as catalyst. The products thus formed included (¦ÂS)-¦Á-methylene-¦Â-(trifluoromethyl)benzenepropanoic acid Me ester (I), (¦ÂR)-¦Á-methylene-¦Â-(trifluoromethyl)benzenepropanoic acid Me ester and (¦ÂR)-¦Â-fluoro-¦Á-(methylene)benzenepropanoic acid Me ester, (¦ÂS)-¦Â-fluoro-¦Á-(methylene)benzenepropanoic acid Me ester. The corresponding enantiomers were obtained using (9S,9”S)-9,9”-[(2,5-diphenyl-4,6-pyrimidinediyl)bis(oxy)]bis[10,11-dihydro-6′-methoxycinchonan] [(DHQD)₂PYR] as catalyst.

Angewandte Chemie, International Edition published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Synthetic Route of 1206-46-8.

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

Iwasaki, Takanori published the artcileMulticomponent Coupling Reaction of Perfluoroarenes with 1,3-Butadiene and Aryl Grignard Reagents Promoted by an Anionic Ni(II) Complex, Product Details of C9H9F5Si, the publication is Organic Letters (2016), 18(19), 4868-4871, database is CAplus and MEDLINE.

In the presence of in situ-generated anionic nickel catalysts, aryl Grignard reagents such as 4-fluorophenylmagnesium bromide, 1,3-butadiene, and perfluoroarenes such as perfluorobenzene underwent diastereoselective and chemoselective three-component coupling reactions to yield (aryl)(perfluoroaryl)octadienes such as I. A thermally unstable anionic nickel complex II?Li(12-crown-4)₂⁺ was prepared from PhLi, 1,3-butadiene, Ni(cod)₂, and 12-crown-4 and its crystal structure determined and used as a catalyst for the three-component coupling reaction.

Organic Letters published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Product Details of C9H9F5Si.

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

Ema, Tadashi published the artcileQuaternary ammonium hydroxide as a metal-free and halogen-free catalyst for the synthesis of cyclic carbonates from epoxides and carbon dioxide, Quality Control of 17351-62-1, the publication is Catalysis Science & Technology (2015), 5(4), 2314-2321, database is CAplus.

Tetrabutylammonium hydroxide (TBAH) and other quaternary ammonium hydroxides catalyzed the cycloaddition of CO₂ to epoxides under solvent-free conditions to give cyclic carbonates. When TBAH was exposed to CO₂, TBAH was converted into tetrabutylammonium bicarbonate (TBABC), which was a catalytically active species. A D-labeled epoxide and an optically active epoxide were used to study the reaction mechanism, which invoked three plausible pathways. Among them, path A seemed to be predominant; the bicarbonate ion of TBABC attacks the less hindered C atom of the epoxide to generate a ring-opened alkoxide intermediate, which adds to CO₂ to give a carbonate ion, and the subsequent cyclization yields a cyclic carbonate. D. functional theory (DFT) calculations successfully delineated the potential energy profile for each reaction pathway, among which path A was the lowest-energy pathway in accordance with the exptl. results. The tetrabutylammonium (TBA) cation carries the pos. charges on the H atoms, but not on the central N atom, and the pos. charged H atoms close to the central N atom form an anion-binding site capable of stabilizing various anionic transition states and intermediates.

Catalysis Science & Technology published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, Quality Control of 17351-62-1.

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

Nishida, Masakazu published the artcileReactions of Highly Branched Perfluoroolefins with (Pentafluorophenyl)trimethylsilane: Characterization of the Unique Structural Properties of Perfluorinated Super-Congested Systems, Computed Properties of 1206-46-8, the publication is Asian Journal of Organic Chemistry (2016), 5(7), 927-937, database is CAplus.

Hexafluoropropene trimers were reacted with C₆F₅Si(CH₃)₃ to provide not only pentafluorophenyl but also perfluorophenylene derivatives [F(C₆F₄)_nC₉F₁₇; n = 2-9] by successive pentafluorophenylation of perfluoroaryl rings. Their structures, including rotational isomers, were determined by MS, ¹⁹F and ¹³C-{¹⁹F} NMR spectroscopy, and/or X-ray crystallog. and were further confirmed by B3LYP-GIAO calculation of NMR shieldings. Formation of a pair of gear-meshed rotamers with clockwise and counterclockwise conformations was identified by NMR measurements for the structures having geminal (CF₃)₂CF groups at the C=C bond. That the predominantly formed counterclockwise rotamer was gradually converted to the clockwise rotamer over 50 days at room temperature through a synchronized movement of gears was also confirmed by NMR measurements. A comparison between the X-ray structure and B3LYP calculations showed some structural differences that arise from the crystal packing.

Asian Journal of Organic Chemistry published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Computed Properties of 1206-46-8.

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

Nishida, Masakazu published the artcileMultiple pentafluorophenylation of 2,2,3,3,5,6,6-heptafluoro-3,6-dihydro-2H-1,4-oxazine with an organosilicon reagent: NMR and DFT structural analysis of oligo(perfluoroaryl) compounds, Recommanded Product: Trimethyl(perfluorophenyl)silane, the publication is Helvetica Chimica Acta (2006), 89(11), 2671-2685, database is CAplus.

The reagent Me₃Si(C₆F₅) was used for the preparation of a series of perfluorinated, pentafluorophenyl-substituted 3,6-dihydro-2H-1,4-oxazines (2-8), which, otherwise, would be very difficult to synthesize. Multiple pentafluorophenylation occurred not only on the heterocyclic ring of the starting compound 1 (Scheme), but also in para position of the introduced C₆F₅ substituent(s) leading to compounds with one to three nonafluorobiphenyl (C₁₂F₉) substituents. While the tris(pentafluorophenyl)-substituted compound 3 could be isolated as the sole product by stoichiometric control of the reagent, the higher-substituted compounds 5-8 could only be obtained as mixtures The structures of the oligo(perfluoroaryl) compounds were confirmed by ¹⁹F- and ¹³C-NMR, MS, and/or X-ray crystallog. DFT simulations of the ¹⁹F- and ¹³C-NMR chem. shifts were performed at the B3LYP-GIAO/6-31++G(d,p) level for geometries optimized by the B3LYP/6-31G(d) level, a technique that proved to be very useful to accomplish full NMR assignment of these complex products.

Helvetica Chimica Acta published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Recommanded Product: Trimethyl(perfluorophenyl)silane.

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

Kuroyanagi, Kazuyoshi published the artcileAll organic terahertz electromagnetic wave emission and detection using highly purified N-benzyl-2-methyl-4-nitroaniline crystals, Category: catalysis-chemistry, the publication is Japanese Journal of Applied Physics, Part 1: Regular Papers, Brief Communications & Review Papers (2006), 45(5A), 4068-4073, database is CAplus.

The authors studied terahertz (THz) electromagnetic wave emission and detection using highly purified N-benzyl-2-methyl-4-nitroaniline (BNA) crystals. In THz emission experiments, the authors compared the efficiencies of THz emission via optical rectification for BNA, ZnTe, and GaP crystals, and confirmed that the BNA crystal is the most efficient THz emitter among these three crystals within the frequency range limits for observation. In the THz detection experiment, the authors also compared the modulation efficiencies of the BNA and ZnTe crystals, and found that the ZnTe crystal has a higher efficiency than the BNA crystal. However, the BNA crystal has a higher efficiency than the ZnTe crystal in high-frequency regions. Since the BNA crystal is suitable for detecting a high-frequency region even when using thick crystals, it is expected that the BNA crystal as a THz detector will be easy to prepare and handle.

Japanese Journal of Applied Physics, Part 1: Regular Papers, Brief Communications & Review Papers published new progress about 201157-13-3. 201157-13-3 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Amine,Benzene, name is N-Benzyl-2-methyl-4-nitroaniline, and the molecular formula is C14H14N2O2, Category: catalysis-chemistry.

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