Month: November 2022

Hu, Jiantao published the artcileUnactivated C(sp³)-H hydroxylation through palladium catalysis with H₂O as the oxygen source, Formula: C11H14O2, the publication is Chemical Communications (Cambridge, United Kingdom) (2015), 51(80), 14929-14932, database is CAplus and MEDLINE.

A novel palladium catalyzed hydroxylation of unactivated aliphatic C(sp³)-H bonds was successfully developed. Different from conventional methods, water serves as the hydroxyl group source in the reaction. This new reaction demonstrates good reactivity and broad functional group tolerance. The C-H hydroxylated products can be readily transformed into various highly valuable chems. via known transformations. Based on exptl. and theor. studies, a mechanism involving the Pd(II)/(IV) pathway is proposed for this hydroxylation reaction.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Formula: C11H14O2.

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

Campisi, Dario published the artcileAdsorption of Polycyclic Aromatic Hydrocarbons and C₆₀ onto Forsterite: C-H Bond Activation by the Schottky Vacancy, Application In Synthesis of 191-07-1, the publication is ACS Earth and Space Chemistry (2022), 6(8), 2009-2023, database is CAplus.

Understanding how to catalytically break the C-H bond of aromatic mols., such as polycyclic aromatic hydrocarbons (PAHs), is currently a big challenge and a subject of study in catalysis, astrochem., and planetary science. In the latter, the study of the breakdown reaction of PAHs on mineral surfaces is important to understand if PAHs are linked to prebiotic mols. in regions of star and planet formation. In this work, we employed a periodic d. functional theory along with Grimme’s D4 (DFT-D4) approach for studying the adsorption of a sample of PAHs (naphthalene, anthracene, fluoranthene, pyrene, coronene, and benzocoronene) and fullerene on the [010] forsterite surface and its defective surfaces (Fe-doped and Ni-doped surfaces and a MgO-Schottky vacancy) for their implications in catalysis and astrochem. On the basis of structural and binding energy anal., large PAHs and fullerene present stronger adsorption on the pristine, Fe-doped, and Ni-doped forsterite surfaces than small PAHs. On a MgO-Schottky vacancy, parallel adsorption of the PAH leads to the chemisorption process (C-Si and/or C-O bonds), whereas perpendicular orientation of the PAH leads to the catalytic breaking of the aromatic C-H bond via a barrierless reaction. Spin d. and charge anal. show that C-H dissociation is promoted by electron donation from the vacancy to the PAH. As a result of the undercoordinated Si and O atoms, the vacancy acts as a Frustrated Lewis Pair (FLP) catalyst. Therefore, a MgO-Schottky vacancy [010] forsterite surface proved to have potential catalytic activity for the activation of C-H bond in aromatic mols.

ACS Earth and Space Chemistry published new progress about 191-07-1. 191-07-1 belongs to catalysis-chemistry, auxiliary class Electronic Materials, name is Coronene, and the molecular formula is C24H12, Application In Synthesis of 191-07-1.

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

Steiniger, Keri A. published the artcilePrimary Alcohols via Nickel Pentacarboxycyclopentadienyl Diamide Catalyzed Hydrosilylation of Terminal Epoxides, Formula: C15H15OP, the publication is Organic Letters (2021), 23(20), 8013-8017, database is CAplus and MEDLINE.

The efficient and regioselective hydrosilylation of epoxides co-catalyzed by a pentacarboxycyclopentadienyl (PCCP) diamide Ni complex and Lewis acid is reported. This method allows for the reductive opening of terminal, monosubstituted epoxides to form unbranched, primary alcs. A range of substrates including both terminal and nonterminal epoxides work, and a mechanistic rationale is provided. This work represents the 1st use of a PCCP derivative as a ligand for transition-metal catalysis.

Organic Letters published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C24H12, Formula: C15H15OP.

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

Coscia, Rockford W. published the artcileDevelopment of a formal [4 + 1] cycloaddition: Pd(OAc)₂-catalyzed intramolecular cyclopropanation of 1,3-dienyl ¦Â-keto esters and MgI₂-promoted vinylcyclopropane-cyclopentene rearrangement, COA of Formula: C15H15OP, the publication is Journal of the American Chemical Society (2009), 131(7), 2496-2498, database is CAplus and MEDLINE.

A formal [4 + 1]-cycloaddition of 1,3-dienyl ¦Â-keto esters has been developed. This two step process involves Pd(II)-catalyzed intramol. cyclopropanation to produce vinylcyclopropanes, e.g., I, and a subsequent mild vinylcyclopropane-cyclopentene rearrangement promoted by MgI₂. The cyclopropanation method notably requires the use of Mg(ClO₄)₂, presumably to facilitate keto-enol tautomerization, and is greatly improved by the use of copper(II) isobutyrate as co-oxidant. A range of substrates with various substitution patterns is demonstrated.

Journal of the American Chemical Society published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, COA of Formula: C15H15OP.

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

Pujo-Bouteille, Anne published the artcileNew podands and macrocycles containing “dioxazaphosphocane” moieties. Synthesis, structural determination and study of their binding and ionophoric properties with Ca²⁺ and Mg²⁺ cations, Synthetic Route of 5411-14-3, the publication is Tetrahedron (1998), 54(15), 3817-3826, database is CAplus.

The reactions of diacids with the bicyclophosphane lead to podands I (R = 1,3-C₆H₄, 1,3-C₆H₄CH₂, 4-C₆H₄OC₆H₄-4, CH₂CH₂OCH₂CH₂, CH₂CH₂OCH₂CH₂OCH₂CH₂, 1,2-CH₂CH₂OC₆H₄OCH₂CH₂) in which two dioxazaphosphocane moieties are linked by a more or less rigid spacer owing to the starting diacid. Macrocycles are obtained by cyclization of podands I (R = 1,3-C₆H₄, 1,3-C₆H₄CH₂) by way of Michaelis-Becker reaction. The formation of Ca²⁺ and Mg²⁺ complexes with I and ring cyclized products has been investigated by UV, IR and NMR spectroscopies. Liquid-liquid extraction studies show for macrocycles efficient extracting properties and good selectivities of Ca²⁺ towards Mg²⁺. The calcium transport across a chloroformic membrane agrees better with stability constants than with extraction data.

Tetrahedron published new progress about 5411-14-3. 5411-14-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2,2-(1,2-Phenylenebis(oxy))diacetic acid, and the molecular formula is C10H10O6, Synthetic Route of 5411-14-3.

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

Barysevich, Maryia V. published the artcilePalladium-Catalyzed 2-(Neopentylsulfinyl)aniline Directed C-H Acetoxylation and Alkenylation of Arylacetamides, Category: catalysis-chemistry, the publication is European Journal of Organic Chemistry (2020), 2020(8), 937-943, database is CAplus.

The 2-(neopentylsulfinyl)aniline directing group that promotes rapid palladium-catalyzed C-H acetoxylation and alkenylation of arylacetamides has been developed. The acetoxylation reached completion within only 40 min at 100¡ãC and led to the bis-functionalized products. Alternatively, the reaction can be carried out at room temperature, which is beneficial for sensitive substrates. For the alkenylation, a protocol has been developed where easily available 1-substituted cyclopropanols were employed as equivalent of vinyl ketones.

European Journal of Organic Chemistry published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, Category: catalysis-chemistry.

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

Marculescu, Cristina published the artcileProbing the limits of Q-tag bioconjugation of antibodies, Application of Dbco-maleimide, the publication is Chemical Communications (Cambridge, United Kingdom) (2019), 55(76), 11342-11345, database is CAplus and MEDLINE.

Site-selective labeling of antibodies (Abs) can circumvent problems from heterogeneity of conventional conjugation. Here, the authors evaluate the industrially-applied chemoenzymic ‘Q-tag’ strategy based on transglutaminase-mediated (TGase) amide-bond formation in the generation of ⁸⁹Zr-radiolabeled antibody conjugates. Despite previously suggested high regioselectivity of TGases, in the anti-Her2 Ab Herceptin more precise native MS indicates only 70-80% functionalization at the target site (Q298_H), in competition with modification at other sites, such as Q3_H critically close to the CDR1 region.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1395786-30-7. 1395786-30-7 belongs to catalysis-chemistry, auxiliary class Inhibitor, name is Dbco-maleimide, and the molecular formula is C25H21N3O4, Application of Dbco-maleimide.

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

Appa, Rama Moorthy published the artcilePd-catalyzed oxidative homocoupling of arylboronic acids in WEPA: A sustainable access to symmetrical biaryls under added base and ligand-free ambient conditions, Name: 4,4′-Dimethyldiphenyl, the publication is Molecular Catalysis (2021), 111366, database is CAplus.

A quick and eco-friendly protocol for the synthesis of biaryls, e.g., I by an oxidative (aerobic) homocoupling of arylboronic acids RB(OH)₂ (R = C₆H₅, pyridin-2-yl, 2-thienyl, etc.) using Pd(OAc)₂ in water extract of pomogranate ash (WEPA) as an efficient agro-waste(bio)-derived aqueous (basic) media is described. The reactions were executed at ambient aerobic conditions in the absence of external base and ligand to result sym. biaryls in excellent yields. The use of renewable media with an effective exploitation of waste, short reaction times, excellent yields of products, easy separation of the products, unnecessating the external base, oxidant, ligand or volatile organic solvents and ambient reaction conditions are the vital insights of the present protocol.

Molecular Catalysis published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, Name: 4,4′-Dimethyldiphenyl.

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

Coward, Daniel L. published the artcileRadically Initiated Group Transfer Polymerization of Methacrylates by Titanium Amino-Phenolate Complexes, COA of Formula: C16H20N2, the publication is Macromolecules (Washington, DC, United States) (2019), 52(9), 3252-3256, database is CAplus.

Radical initiation of Me methacrylate polymerizations mediated by titanium amino-phenolate complexes gave exceptional control without the need for any cocatalyst or activator. The polymerization proceeds not by a classical controlled radical or coordination insertion mechanism but via a unique bimetallic group transfer process. Detailed exptl. and computational studies support a polymerization mechanism with a titanium(IV)-enolate complex and a second titanium(III) complex that delivers an activated monomer and provides new insight into both titanium-mediated radical reactions and polymerizations

Macromolecules (Washington, DC, United States) published new progress about 140-28-3. 140-28-3 belongs to catalysis-chemistry, auxiliary class Benzenes, name is N1,N2-Dibenzylethane-1,2-diamine, and the molecular formula is C16H20N2, COA of Formula: C16H20N2.

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

Musacchio, Andrew J. published the artcileCatalytic intermolecular hydroaminations of unactivated olefins with secondary alkyl amines, Quality Control of 22693-41-0, the publication is Science (Washington, DC, United States) (2017), 355(6326), 727-730, database is CAplus and MEDLINE.

The intermol. hydroamination of unactivated alkenes with simple dialkyl amines remains an unsolved problem in organic synthesis. We report a catalytic protocol for efficient additions of cyclic and acyclic secondary alkyl amines to a wide range of alkyl olefins with complete anti-Markovnikov regioselectivity. In this process, carbon-nitrogen bond formation proceeds through a key aminium radical cation intermediate that is generated via electron transfer between an excited-state iridium photocatalyst and an amine substrate. These reactions are redox-neutral and completely atom-economical, exhibit broad functional group tolerance, and occur readily at room temperature under visible light irradiation Certain tertiary amine products generated through this method are formally endergonic relative to their constituent olefin and amine starting materials and thus are not accessible via direct coupling with conventional ground-state catalysts.

Science (Washington, DC, United States) published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Quality Control of 22693-41-0.

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