Category: 576-83-0

Konishi, Akihito; Horii, Koki; Shiomi, Daisuke; Sato, Kazunobu; Takui, Takeji; Yasuda, Makoto published the artcile< Open-Shell and Antiaromatic Character Induced by the Highly Symmetric Geometry of the Planar Heptalene Structure: Synthesis and Characterization of a Nonalternant Isomer of Bisanthene>, Synthetic Route of 576-83-0, the main research area is difluorenoheptalene preparation aromaticity diradical character; crystal structure bond length difluorenoheptalene; oxidation reduction potential UV visible spectrum difluorenoheptalene cation; aromaticity diradical character difluorenoheptalene cation.

Difluoreno[1,9,8-alkj:1′,9′,8′-gfed]heptalenes I (R = 2,4,6-Me3C6H2, 2,6-Me2-4-t-BuC6H2) were prepared in eight steps from fluoranthene. The structures of I (R = 2,4,6-Me3C6H2) and of the dication of I (R = 2,6-Me2-4-t-BuC6H2) were determined by X-ray crystallog. The oxidation and reduction potentials and UV/visible spectra of I (R = 2,4,6-Me3C6H2) and its dication were determined Calculations of the structure and aromaticity of I indicate that the planar core of I induces antiaromaticity and diradical character, in contrast with the isomeric bisanthene core.

Journal of the American Chemical Society published new progress about Antiaromaticity. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Synthetic Route of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Garcia, Kevin J.; Gilbert, Michael M.; Weix, Daniel J. published the artcile< Nickel-Catalyzed Addition of Aryl Bromides to Aldehydes To Form Hindered Secondary Alcohols>, Formula: C9H11Br, the main research area is aryl halide aldehyde nickel catalyst zinc reducing agent addition; hindered secondary alc preparation.

Transition-metal-catalyzed addition of aryl halides across carbonyls remains poorly developed, especially for aliphatic aldehydes and hindered substrate combinations. We report here that simple nickel complexes of bipyridine and PyBox can catalyze the addition of aryl halides to both aromatic and aliphatic aldehydes using zinc metal as the reducing agent. This convenient approach tolerates acidic functional groups that are not compatible with Grignard reactions, yet sterically hindered substrates still couple in high yield (33 examples, 70% average yield). Mechanistic studies show that an arylnickel, and not an arylzinc, adds efficiently to cyclohexanecarboxaldehyde, but only in the presence of a Lewis acid co-catalyst (ZnBr2).

Journal of the American Chemical Society published new progress about Addition reaction. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Formula: C9H11Br.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Setati, Boitumelo; Moshapo, Paseka Thendo; Holzapfel, Cedric Wahl; Maumela, Munaka Christopher published the artcile< Palladium-catalyzed Heck reactions promoted by limonene-derived bicyclic phosphines>, Related Products of 576-83-0, the main research area is halobenzene aryl alkene palladium catalyst Heck reaction; aryl ester preparation; aromatic ketone preparation.

Tertiary bicyclic phosphines derived from (R)-(+)-limonene provided efficient palladium catalysts for Heck cross-coupling reactions. Overall, high yields of the desired aryl alkenes products were obtained for cross-coupling of sterically and electronically diverse substrates. The efficiency of the catalysts was further demonstrated in the synthesis of com. ketones, such as raspberry ketone and its derivatives

Synthetic Communications published new progress about Aromatic esters Role: SPN (Synthetic Preparation), PREP (Preparation). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Related Products of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jinno, Shunki; Senoo, Takahiro; Mori, Keiji published the artcile< Access to ortho-Hydroxyphenyl Ketimines via Imine Anion-Mediated Smiles Rearrangement>, Computed Properties of 576-83-0, the main research area is phenoxy benzonitrile aryl bromide nucleophilic addition Smiles rearrangement; phenyliminomethyl aryl phenol preparation.

Access to N-(2-halophenyl)-2-hydroxyphenylimine derivatives via imine anion-mediated Smiles rearrangement. When 2-(2-halophenoxy)benzonitriles were treated with 1.2-1.4 equiv of organolithium reagents, nucleophilic addition to the nitrile group followed by Smiles rearrangement occurred to give various N-(2-halophenyl)-2-hydroxyphenylimine derivatives, which are sometimes difficult to synthesize by the conventional acid-promoted condensation reaction between carbonyl compounds and aniline derivatives, in good to excellent chem. yields (up to 91%).

Organic Letters published new progress about Aromatic ethers Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Computed Properties of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Baker, Sarah I.; Yaghoubi, Mahshid; Bidwell, Samantha L.; Pierce, Savannah L.; Hratchian, Hrant P.; Baxter, Ryan D. published the artcile< Enhanced Reactivity for Aromatic Bromination via Halogen Bonding with Lactic Acid Derivatives>, COA of Formula: C9H11Br, the main research area is arene bromination regioselective lactic acid bromosuccinimide.

Herein, a new method for regioselective aromatic bromination using lactic acid derivatives as halogen bond acceptors with N-bromosuccinimide (NBS) is reported. Several structural analogs of lactic acid affected the efficiency of aromatic brominations, presumably via Lewis acid/base halogen-bonding interactions. Rate comparisons of aromatic brominations demonstrated the reactivity enhancement available via catalytic additives capable of halogen bonding. Computational results demonstrated that Lewis basic additives interact with NBS to increase the electropos. character of bromine prior to electrophilic transfer. An optimized procedure using catalytic mandelic acid under aqueous conditions at room temperature has been developed to promote aromatic bromination on a variety of arene substrates with complete regioselectivity.

Journal of Organic Chemistry published new progress about Aryl bromides Role: SPN (Synthetic Preparation), PREP (Preparation). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, COA of Formula: C9H11Br.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Schumann, Andre; Reiss, Fabian; Jiao, Haijun; Rabeah, Jabor; Siewert, Jan-Erik; Krummenacher, Ivo; Braunschweig, Holger; Hering-Junghans, Christian published the artcile< A selective route to aryl-triphosphiranes and their titanocene-induced fragmentation>, Electric Literature of 576-83-0, the main research area is aryl triphosphirane titanocene fragmentation preparation reactivity mechanism; crystal structure mol optimized triphosphirane titanocene diphosphene preparation.

Triphosphiranes are three-membered phosphorus cycles and their fundamental reactivity has been studied in recent decades. We recently developed a high-yielding, selective synthesis for various aryl-substituted triphosphiranes. Variation of the reaction conditions in combination with theor. studies helped to rationalize the formation of these homoleptic phosphorus ring systems and highly reactive intermediates could be isolated. In addition we showed that a titanocene synthon [Cp2Ti(btmsa)] facilitates the selective conversion of these triphosphiranes into titanocene diphosphene complexes. This unexpected reactivity mode was further studied theor. and exptl. evidence is presented for the proposed reaction mechanism.

Chemical Science published new progress about Crystal structure. 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Electric Literature of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Barker, Joshua E.; Dressler, Justin J.; Cardenas Valdivia, Abel; Kishi, Ryohei; Strand, Eric T.; Zakharov, Lev N.; MacMillan, Samantha N.; Gomez-Garcia, Carlos J.; Nakano, Masayoshi; Casado, Juan; Haley, Michael M. published the artcile< Molecule Isomerism Modulates the Diradical Properties of Stable Singlet Diradicaloids>, Safety of 2,4,6-Trimethylbromobenzene, the main research area is stable open shell singlet diradicaloid isomer.

Inclusion of quinoidal cores in conjugated hydrocarbons is a common strategy to modulate the properties of diradicaloids formed by aromaticity recovery within the quinoidal unit. Here we describe an alternative approach of tuning of diradical properties in indenoindenodibenzothiophenes upon anti → syn isomerism of the benzothiophene motif. This alters the relationship of the S atom with the radical center from linear to cross conjugation yet retains the same 2,6-naphtho conjugation pattern of the rearomatized core. We conduct a full comparison between the anti and syn derivatives based on structural, spectroscopic, theor., and magnetic measurements, showing that these systems are stable open-shell singlet diradicaloids that only access their triplet state at elevated temperatures

Journal of the American Chemical Society published new progress about Benzothiophenes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation) (indenoindenodibenzothiophenes). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Safety of 2,4,6-Trimethylbromobenzene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Budiman, Yudha P.; Friedrich, Alexandra; Radius, Udo; Marder, Todd B. published the artcile< Copper-Catalysed Suzuki-Miyaura Cross-Coupling of Highly Fluorinated Aryl Boronate Esters with Aryl Iodides and Bromides and Fluoroarene-Arene π-Stacking Interactions in the Products>, Quality Control of 576-83-0, the main research area is fluorophenylboronic acid pinacol ester haloarene copper catalyst Suzuki coupling; biaryl preparation.

A combination of copper iodide and phenanthroline as the ligand is an efficient catalyst for Suzuki-Miyaura cross-coupling of highly fluorinated boronate esters (aryl-Bpin) with aryl iodides and bromides to generate fluorinated biaryls in good to excellent yields. This method represents a nice alternative to traditional cross-coupling methods which require palladium catalysts and stoichiometric amounts of silver oxide. The investigation revelaed that π···π stacking interactions dominated the mol. packing in the partly fluorinated biaryl crystals. They were present either between the arene and perfluoroarene, or solely between arenes or perfluoroarenes, resp.

ChemCatChem published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Quality Control of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Wen-Xin; Yang, Bo-Wen; Ying, Xuan; Zhang, Zhuo-Wen; Chu, Xue-Qiang; Zhou, Xiaocong; Ma, Mengtao; Shen, Zhi-Liang published the artcile< Nickel-Catalyzed Direct Cross-Coupling of Diaryl Sulfoxide with Aryl Bromide>, Computed Properties of 576-83-0, the main research area is biaryl preparation; diaryl sulfoxide aryl bromide cross coupling nickel catalyst.

The direct cross-couplings of diaryl sulfoxides with aryl bromides via C-S bond cleavage could be readily accomplished using nickel(II) as the catalyst, 1,2-bis(diphenylphosphino)ethane (dppe) as the ligand, and magnesium turnings as the reducing metal in THF, leading to the corresponding biaryls RR1 [R = Ph, 4-MeC6H4, 2-naphthyl, etc.; R1 = 4-MeOC6H4, 2-pyridyl, benzofuran-5-yl, etc.] in moderate to good yields. The reaction exhibited a broad substrate scope and could be applied to a gram-scale synthesis. The ”one-pot” reaction, which avoided the utility of presynthesized and moisture-labile organometallic compounds, was operationally simple and step-economic.

Journal of Organic Chemistry published new progress about Aromatic compounds, sulfoxides Role: RCT (Reactant), RACT (Reactant or Reagent). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Computed Properties of 576-83-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kocen, Andrew L.; Cui, Shilin; Lin, Ting-Wei; LaPointe, Anne M.; Coates, Geoffrey W. published the artcile< Chemically Recyclable Ester-Linked Polypropylene>, Application of C9H11Br, the main research area is recyclable ester polypropylene.

Polyolefins represent the largest class of commodity materials due to their excellent material properties; however, they have limited pathways to chem. recycling and are often difficult to mech. recycle. Here we demonstrate a new catalyst for the isoselective copolymerization of propylene and butadiene capable of favoring 1,4-insertion over 1,2-insertion while maintaining good mol. weights and turnover frequencies. This isotactic propylene copolymer with main-chain unsaturation was depolymerized to a telechelic macromonomer using an olefin metathesis catalyst and 2-hydroxyethyl acrylate. After hydrogenation, the telechelic macromonomer was repolymd. to form an ester-linked polypropylene material. This polymer shows thermal and mech. properties comparable to linear low-d. polyethylene. Finally, the telechelic macromonomer could be regenerated through the depolymerization of the ester-linked polypropylene material, which allows for the chem. recycling to macromonomer. This process provides a route to transform partially unsaturated polyolefins to chem. recyclable materials with similar properties to their parent polymers.

Journal of the American Chemical Society published new progress about Aluminoxanes, Me Role: CAT (Catalyst Use), USES (Uses) (Methylaluminoxane). 576-83-0 belongs to class bromides-buliding-blocks, and the molecular formula is C9H11Br, Application of C9H11Br.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary