Tag: 300-400

《Cobalt(II)-Catalyzed Stereoselective Olefin Isomerization: Facile Access to Acyclic Trisubstituted Alkenes》 was published in Journal of the American Chemical Society in 2020. These research results belong to Zhang, Sheng; Bedi, Deepika; Cheng, Lu; Unruh, Daniel K.; Li, Guigen; Findlater, Michael. SDS of cas: 1779-49-3 The article mentions the following:

Stereoselective synthesis of trisubstituted alkenes is a long-standing challenge in organic chem., due to the small energy differences between E and Z isomers of trisubstituted alkenes (compared with 1,2-disubstituted alkenes). Transition metal-catalyzed isomerization of 1,1-disubstituted alkenes can serve as an alternative approach to trisubstituted alkenes, but it remains underdeveloped owing to issues relating to reaction efficiency and stereoselectivity. Here we show that a novel cobalt catalyst can overcome these challenges to provide an efficient and stereoselective access to a broad range of trisubstituted alkenes. This protocol is compatible with both mono- and dienes and exhibits a good functional group tolerance and scalability. Moreover, it has proven to be a useful tool to construct organic luminophores and a deuterated trisubstituted alkene. A preliminary study of the mechanism suggests that a cobalt-hydride pathway is involved in the reaction. The high stereoselectivity of the reaction is attributed to both a π-π stacking effect and the steric hindrance between substrate and catalyst. After reading the article, we found that the author used Methyltriphenylphosphonium bromide(cas: 1779-49-3SDS of cas: 1779-49-3)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is an organophosphorus compound, with potential use as a precursor and a solvent in organic synthesis. And it is used widely for methylenation via the Wittig reaction.SDS of cas: 1779-49-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Iron-Catalyzed Tunable and Site-Selective Olefin Transposition》 was published in Journal of the American Chemical Society in 2020. These research results belong to Yu, Xiaolong; Zhao, Haonan; Li, Ping; Koh, Ming Joo. Related Products of 1779-49-3 The article mentions the following:

The catalytic isomerization of C-C double bonds is an indispensable chem. transformation used to deliver higher-value analogs and has important utility in the chem. industry. Notwithstanding the advances reported in this field, there is compelling demand for a general catalytic solution that enables precise control of the C=C bond migration position, in both cyclic and acyclic systems, to furnish disubstituted and trisubstituted alkenes. Here, we show that catalytic amounts of an appropriate earth-abundant iron-based complex, a base and a boryl compound, promote efficient and controllable alkene transposition. Mechanistic investigations reveal that these processes likely involve in situ formation of an iron-hydride species which promotes olefin isomerization through sequential olefin insertion/β-hydride elimination. Through this strategy, regiodivergent access to different products from one substrate can be facilitated, isomeric olefin mixtures commonly found in petroleum-derived feedstock can be transformed to a single alkene product, and unsaturated moieties embedded within linear and heterocyclic biol. active entities can be obtained. In the experiment, the researchers used many compounds, for example, Methyltriphenylphosphonium bromide(cas: 1779-49-3Related Products of 1779-49-3)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is used for methylenation through the Wittig reaction. It is utilized in the synthesis of an enyne and 9-isopropenyl -phenanthrene by using sodium amide as reagent. Related Products of 1779-49-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of Ethyltriphenylphosphonium bromideIn 2021 ,《Ruthenium Removal Using Silica-Supported Aromatic Isocyanides》 was published in Journal of Organometallic Chemistry. The article was written by Gregg, Zackary R.; Glickert, Elise; Xu, Ruoshui; Diver, Steven T.. The article contains the following contents:

New silica gel scavengers containing aromatic isocyanides have been synthesized and evaluated for Ru removal. A thiol-ene click reaction was used to attach the isocyanide precursor to a thiol-containing siloxane. Conventional methods for grafting to silica gel at elevated temperature resulted in significant hydrolysis of the isocyanide. A novel cleavage reaction was developed to quantitate the amount of surface-loaded isocyanide. Binding by the new materials was comparatively evaluated for a variety or Ru carbene catalysts. The optimal conditions were extended to two ring-closing metatheses (RCM). The residual Ru was determined by inductively coupled plasma mass spectrometry (ICP-MS). For facile RCM reactions, the UV data agreed with the ICP-MS results. However, more difficult RCM did not correlate well with the UV data. This was interpreted in terms of varying extent of catalyst decomposition In all cases, isocyanide scavenger reagents were found to be superior to commonly used silica gel-based metal scavengers. The experimental process involved the reaction of Ethyltriphenylphosphonium bromide(cas: 1530-32-1Safety of Ethyltriphenylphosphonium bromide)

Ethyltriphenylphosphonium bromide(cas: 1530-32-1) is a phase transfer catalyst, used to accelerate the cure of phenolic-based epoxy resins, certain fluoroelastomer resins and thermosetting powder coatings. CatOnium ETPB is also used as catalysts in the synthesis of certain organic compounds.Safety of Ethyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Product Details of 13465-09-3In 2018 ,《Indium(III) as π-acid catalyst for the electrophilic activation of carbon-carbon unsaturated systems》 appeared in Organic & Biomolecular Chemistry. The author of the article were Perez Sestelo, Jose; Sarandeses, Luis A.; Martinez, M. Montserrat; Alonso-Maranon, Lorena. The article conveys some information:

A review. This review focuses on the utilization of indium(III) as a π-acid for the activation of C-C unsaturated bonds in organic synthesis. In addition to its well-known σ-coordination with carbonyl derivatives, indium(III) undergoes efficient π-coordination with unsaturated systems to trigger nucleophilic addition Accordingly, indium(III) halides and salts (InX3, X = Cl, Br, I, OTf, ONf, NTf2) have been reported as useful catalysts for a broad range of carbon-carbon and carbon-heteroatom bond formation reactions, including hydrofunctionalization (hydroarylation, hydroamination, hydroalkoxylation, and hydrothiolation), enyne cycloisomerization, and related reactions. In these reactions the counterion has a significant effect on the catalytic activity, and the development of novel In(III) complexes and the generation of highly electrophilic cationic indium(III) species has increased its synthetic applications as a π-acid catalyst. The experimental process involved the reaction of Indium(III) bromide(cas: 13465-09-3Product Details of 13465-09-3)

Indium(III) bromide(cas: 13465-09-3) is used as a catalyst to produce dithioacetals when unactivated alkynes react with thiols and fields such as optics and microelectronics that utilize semiconductor technology have wide uses for indium in high-performing solar cells.Product Details of 13465-09-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Dong, Yuyang; Shin, Kwangmin; Mai, Binh Khanh; Liu, Peng; Buchwald, Stephen L. published an article in Journal of the American Chemical Society. The title of the article was 《Copper Hydride-Catalyzed Enantioselective Olefin Hydromethylation》.Recommanded Product: 1530-32-1 The author mentioned the following in the article:

The enantioselective installation of a Me group onto a small mol. can result in the significant modification of its biol. properties. While hydroalkylation of olefins represents an attractive approach to introduce alkyl substituents, asym. hydromethylation protocols are often hampered by the incompatibility of highly reactive methylating reagents and a lack of general applicability. Herein, authors report an asym. olefin hydromethylation protocol enabled by CuH catalysis. This approach leverages Me tosylate as a Me source compatible with the reducing base-containing reaction environment, while a catalytic amount of iodide ion transforms the Me tosylate in situ into the active reactant, Me iodide, to promote the hydromethylation. This method tolerates a wide range of functional groups, heterocycles, and pharmaceutically relevant frameworks. D. functional theory studies suggest that after the stereoselective hydrocupration, the methylation step is stereoretentive, taking place through an SN2-type oxidative addition mechanism with Me iodide followed by a reductive elimination. The experimental process involved the reaction of Ethyltriphenylphosphonium bromide(cas: 1530-32-1Recommanded Product: 1530-32-1)

Ethyltriphenylphosphonium bromide(cas: 1530-32-1) is a phase transfer catalyst, used to accelerate the cure of phenolic-based epoxy resins, certain fluoroelastomer resins and thermosetting powder coatings. CatOnium ETPB is also used as catalysts in the synthesis of certain organic compounds.Recommanded Product: 1530-32-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Delledonne, Andrea; Orlandini, Martina; Mazzeo, Paolo P.; Sissa, Cristina; Bacchi, Alessia; Terenziani, Francesca; Pelagatti, Paolo published an article in Physical Chemistry Chemical Physics. The title of the article was 《Bis-isonicotinoyl linkers containing polyaromatic scaffolds: synthesis, structure and spectroscopic properties》.HPLC of Formula: 523-27-3 The author mentioned the following in the article:

New synthesis of extended linkers containing different polyaromatic chromophores functionalized with isonicotinoyl moieties I (R = 3,7-naphthalene-diyl, biphenyl-4,4′-diyl, fluorene-2,7-diyl, etc.) have been synthesized by Pd-catalyzed cross-coupling reactions involving isonicotinamide and the appropriate aromatic dibromides such as 2,6-dibromonaphthalene, 2,7-dibromofluorene, 9,10-dibromoanthracene, etc. The optimized protocol led to the isolation of the target mols. in good yield and with high purity. Electronic absorption and emission spectra were collected both in solution (DMF) and in the solid state. TDDFT calculations were carried out to investigate the effect of the isonicotinoyl moieties on the spectral features of the central chromophores. After reading the article, we found that the author used 9,10-Dibromoanthracene(cas: 523-27-3HPLC of Formula: 523-27-3)

9,10-Dibromoanthracene(cas: 523-27-3) can be sublimated and oxidized to generate anthraquinone. Soluble in hot benzene and hot toluene, slightly soluble in alcohol, ether and cold benzene, insoluble in water.HPLC of Formula: 523-27-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nakao, Shuichi; Saikai, Miki; Nishimoto, Yoshihiro; Yasuda, Makoto published an article in 2021. The article was titled 《InBr3-Catalyzed Coupling Reaction between Electron-Deficient Alkenyl Ethers with Silyl Enolates for Stereoselective Synthesis of 1,5-Dioxo-alk-2-enes》, and you may find the article in European Journal of Organic Chemistry.Application In Synthesis of Indium(III) bromide The information in the text is summarized as follows:

A coupling reaction of electron-deficient alkenyl ethers with silyl enolates catalyzed by InBr3 was achieved. Various silyl enolates and 2-carbonylalkenyl ethers were applicable, giving the corresponding 1,5-dioxo-alk-2-enes with perfect stereoselectivity of the alkene moieties. The present coupling reaction proceeds via the 1,4-addition of silyl enolates to alkenyl ethers followed by elimination of silyl alkoxides, in which moderate-Lewis acidic InBr3 performs both the activation of alkenyl ethers and the elimination of alkoxy groups regardless of the presence of various coordinative functional groups. In addition to this study using Indium(III) bromide, there are many other studies that have used Indium(III) bromide(cas: 13465-09-3Application In Synthesis of Indium(III) bromide) was used in this study.

Indium(III) bromide(cas: 13465-09-3) is used as a catalyst to produce dithioacetals when unactivated alkynes react with thiols and fields such as optics and microelectronics that utilize semiconductor technology have wide uses for indium in high-performing solar cells.Application In Synthesis of Indium(III) bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Meng, Lingpu; Yang, Jingjie; Duan, Mei; Wang, You; Zhu, Shaolin published an article in 2021. The article was titled 《Facile Synthesis of Chiral Arylamines, Alkylamines and Amides by Enantioselective NiH-Catalyzed Hydroamination》, and you may find the article in Angewandte Chemie, International Edition.Formula: C20H20BrP The information in the text is summarized as follows:

Regio- and enantioselective hydroarylamination, hydroalkylamination and hydroamidation of styrenes was developed by NiH catalysis with a simple bioxazoline ligand under mild conditions. A wide range of enantioenriched benzylic arylamines, alkylamines and amides was easily accessed by nitroarenes, hydroxylamines and dioxazolones, resp. as amination reagents. The chiral induction in these reactions was proposed to proceed through an enantiodifferentiating syn-hydronickellation step. In the experimental materials used by the author, we found Ethyltriphenylphosphonium bromide(cas: 1530-32-1Formula: C20H20BrP)

Ethyltriphenylphosphonium bromide(cas: 1530-32-1) is a phase transfer catalyst, used to accelerate the cure of phenolic-based epoxy resins, certain fluoroelastomer resins and thermosetting powder coatings. It is also used as catalysts in the synthesis of certain organic compounds and as a pharmaceutical intermediate.Formula: C20H20BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Physical Chemistry Chemical Physics included an article by Ballesteros, Paola; Cuadrado, Alba; Gilabert, Alejandra; Fajari, Lluis; Sires, Ignasi; Brillas, Enric; Almajano, Maria Pilar; Velasco, Dolores; Anglada, Josep M.; Julia, Luis. COA of Formula: C12H7Br2N. The article was titled 《Formation of a stable biradical triplet state cation versus a closed shell singlet state cation by oxidation of adducts of 3,6-dimethoxycarbazole and polychlorotriphenylmethyl radicals》. The information in the text is summarized as follows:

We report an exptl. and theor. study of two stable radical adducts of the triphenylmethyl series, 1 and 2, whose composition and mol. structure are distinguished by the content and position of chlorine atoms in phenyls. The electrochem. study through cyclic voltammetry of these open layer species shows the existence of two reversible processes, related to reduction and oxidation, to stable charged species. The chem. oxidation of both radical adducts gives rise to stable cations, whose fundamental state has a biradical triplet electronic structure or a closed shell singlet character, depending on the electronic conjugation between the donor and acceptor electron moieties. The presence of chlorines adjacent to the nitrogen in 1 breaks the conjugation between both halves, facilitating the formation of a triplet electronic state of the cation, while the absence of chlorines in these positions in 2 facilitates partial conjugation and stabilizes the closed shell singlet electronic state of the cation. In the experiment, the researchers used 3,6-Dibromo-9H-carbazole(cas: 6825-20-3COA of Formula: C12H7Br2N)

3,6-Dibromo-9H-carbazole(cas: 6825-20-3) is used as a pharmaceutical intermediate, and also an important intermediate of synthesizing optoelectronic materials. It has been used as a reagent in the synthesis of P7C3-A20 which is a potent neuroprotective agent.COA of Formula: C12H7Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,Journal of the American Chemical Society included an article by Zhou, Shupeng; Xia, Kaifu; Leng, Xuebing; Li, Ang. Synthetic Route of C19H18BrP. The article was titled 《Asymmetric Total Synthesis of Arcutinidine, Arcutinine, and Arcutine》. The information in the text is summarized as follows:

We have accomplished the asym. total synthesis of arcutinidine, arcutinine, and arcutine, three arcutine type C20-diterpenoid alkaloids. A pentacyclic intermediate was rapidly assembled by using two Diels-Alder reactions. We developed a cascade sequence of Prins cyclization and Wagner-Meerwein rearrangement to construct the core of arcutinidine, which was then elaborated into an oxygenated pentacycle through a scalable route. Chemoselective reductive amination followed by spontaneous imine formation furnished the pyrroline motif at a final stage. We clarified the S configuration of the α-carbon of the acyl group within arcutine through chem. synthesis and crystallog. anal. In the part of experimental materials, we found many familiar compounds, such as Methyltriphenylphosphonium bromide(cas: 1779-49-3Synthetic Route of C19H18BrP)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is used for methylenation through the Wittig reaction. It is utilized in the synthesis of an enyne and 9-isopropenyl -phenanthrene by using sodium amide as reagent. Synthetic Route of C19H18BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary