Tag: M.W=400-500

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called BINOL derivatives-catalysed enantioselective allylboration of isatins: application to the synthesis of (R)-chimonamidine, published in 2020, which mentions a compound: 119707-74-3, mainly applied to isatin allylboration enantioselective preparation BINOL catalyst; chimonamidine synthesis enantioselective allylboration, HPLC of Formula: 119707-74-3.

The asym. synthesis of the 3-allyl-3-hydroxyoxindole skeleton was accomplished in yields up to 99% via a metal-free and enantioselective allylation of isatins (90-96% ee) using BINOL derivatives as catalysts and an optimized allylboronate. This methodol. was applied at a gram-scale to the synthesis of the natural product (R)-chimonamidine.

Here is a brief introduction to this compound(119707-74-3)HPLC of Formula: 119707-74-3, if you want to know about other compounds related to this compound(119707-74-3), you can read my other articles.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Category: bromides-buliding-blocks. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about A Continuously Regenerable Chiral Ammonia Borane for Asymmetric Transfer Hydrogenations. Author is Zhou, Qiwen; Meng, Wei; Yang, Jing; Du, Haifeng.

A novel chiral ammonia borane was designed and developed through the dehydrogenation of ammonia borane with a chiral phosphoric acid, which was highly effective for the asym. transfer hydrogenation of imines and β-enamino esters to afford high levels of reactivities and enantioselectivities. Significantly, this chiral ammonia borane can be continuously regenerated during the transfer hydrogenation with the assistance of water and ammonia borane, which made it possible to obtain satisfactory results using only 0.1 mol % of the chiral phosphoric acid. Notably, the role of chiral phosphoric acid is to produce the chiral ammonia borane.

If you want to learn more about this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol)Category: bromides-buliding-blocks, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(119707-74-3).

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Ardkhean, Ruchuta; Roth, Philippe M. C.; Maksymowicz, Rebecca M.; Curran, Alex; Peng, Qian; Paton, Robert S.; Fletcher, Stephen P. published an article about the compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol( cas:119707-74-3,SMILESS:OC1=C(Br)C=C2C=CC=CC2=C1C3=C4C=CC=CC4=CC(Br)=C3O ).Formula: C20H12Br2O2. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:119707-74-3) through the article.

The stereochem. role of the phosphoramidite ligand in the asym. conjugate addition of alkylzirconium species to cyclic enones has been established through exptl. and computational studies. Systematic, synthetic variation of the modular ligand established that the configuration of the binaphthol backbone is responsible for absolute stereocontrol, whereas modulation of the amido substituents leads to dramatic variations in the level of asym. induction. Chiral amido substituents are not required for enantioselectivity, leading to the discovery of a new family of easily synthesized phosphoramidites based on achiral amines that deliver equal levels of selectivity to Feringa’s ligand. A linear correlation between the length of the aromatic amido groups and exptl. determined enantioselectivity was uncovered for this class of ligand, which, following an optimization, led to highly selective ligands (up to 94% ee) with naphthyl rather than Ph groups. An electronic effect of sterically similar aromatic substituents was investigated through NMR and DFT studies, showing that electron-rich aryl groups allow better Cu coordination. An interaction between the metal center and an aromatic group is responsible for this enhanced affinity and leads to a more tightly coordinated transition structure, leading to the major enantiomer. These studies illustrate the use of parametric quant. structure-selectivity relationships to generate mechanistic models for asym. induction and catalyst structures that may be further probed by experiment and computation. This integrated approach leads to the rational modification of chiral ligands to achieve enhanced levels of selectivity.

If you want to learn more about this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol)Formula: C20H12Br2O2, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(119707-74-3).

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Homochiral D4-symmetric metal-organic cages from stereogenic Ru(II) metalloligands for effective enantioseparation of atropisomeric molecules, published in 2016-01-04, which mentions a compound: 119707-74-3, mainly applied to ruthenium palladium phenanthroline derivative complex preparation CD spectra; chiral separation ruthenium palladium phenanthroline derivative complex; crystal structure ruthenium palladium phenanthroline derivative complex, HPLC of Formula: 119707-74-3.

Absolute chiral environments are rare in regular polyhedral and prismatic architectures, but are achievable from self-assembly of metal-organic cages/containers (MOCs), which endow the authors with a promising ability to imitate natural organization systems to accomplish stereochem. recognition, catalysis and separation Here the authors report a general assembly approach to homochiral MOCs with robust chem. viability suitable for various practical applications. A stepwise process for assembly of enantiopure ΔΔΔΔΔΔΔΔ- and ΛΛΛΛΛΛΛΛ-Pd6(RuL3)8 MOCs is accomplished by pre-resolution of the Δ/Λ-Ru-metalloligand precursors. The obtained Pd-Ru bimetallic MOCs feature in large D4-sym. chiral space imposed by the predetermined Ru(II)-octahedral stereoconfigurations, which are substitutionally inert, stable, water-soluble and are capable of encapsulating a dozen guests per cage. Chiral resolution tests reveal diverse host-guest stereoselectivity towards different chiral mols., which demonstrate enantioseparation ability for atropisomeric compounds with C2 symmetry. NMR studies indicate a distinctive resolution process depending on guest exchange dynamics, which is differentiable between host-guest diastereomers.

Here is a brief introduction to this compound(119707-74-3)HPLC of Formula: 119707-74-3, if you want to know about other compounds related to this compound(119707-74-3), you can read my other articles.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 117635-21-9, The chemical industry reduces the impact on the environment during synthesis 117635-21-9, name is 1,4-Dibromo-2,5-dihexylbenzene, I believe this compound will play a more active role in future production and life.

[N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-[1,1′-biphenyl]-4-amine](15) (1.2g, 3.3mmol)And 1,4-dibromo-2,5-dihexylbenzene] (16) (0.6 g, 1.5 mmol)To this reaction flask is added toluene / EtOH / 2N K2CO3 (aq) (2v: 1v: 1v) solvent.Degassing using a vacuum pump. Pd (PPh3) 4 (347 mg, 0.3 mmol) was added to the reaction flask and stirred at 90 for one day. Ethanol was removed using a vacuum evaporator and organic matter was extracted with dichloromethane (DCM). The organic layer was dried over MgSO4, filtered and purified by column to obtain 730 mg (yield 66%) of Intermediate 17

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,4-Dibromo-2,5-dihexylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chem, Ltd.; Kang Seong-gyeong; Bae Jae-sun; Lee Jae-cheol; Yoon Seok-hui; Lee Dong-gu; Kim Yong-uk; Lee Ho-gyu; (54 pag.)KR2018/92270; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7314-86-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7314-86-5 name is 1,3,5,7-Tetrabromoadamantane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A 250 ml three-necked flask equipped with a condenser was charged with 5.0 g (ie, 11. Ommol) of tetrabromoadamantane and 20 mL (ie, leOmmol) of o-methoxybromobenzene. An inverted funnel was pipetted from the upper end of the condenser to a 30% NaOH aqueous solution to absorb the HBr produced by the reaction. Under 5 C cold water bath, 1.2g (S Jie 4.5mmol) of AlBr3 was added to the reaction system, and the reaction was continued under a cold water bath for 1 hour, then the cold water bath was withdrawn and the reaction was resumed to room temperature for about 3 hours. Finally, the reaction system In the oil bath was heated to 60 C for 4 hours, the reaction was cooled to room temperature, poured into 100mL of acidic ice water and stirred lh.After the ice has completely melted, 100 ml of ethyl acetate is added to the mixture for extraction. The organic layer is washed with water until neutral, washed with saturated brine, dried over anhydrous sodium sulfate, filtered and the filtrate is concentrated. The concentrated solution is then slowly added dropwise to 100 ml Methanol, precipitation, to give a pale yellow solid 6.9g, 72% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3,5,7-Tetrabromoadamantane, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Physics And Chemistry Technology Institute; Chen Jinping; Li Yi; Yu Tianjun; Zeng Yi; (20 pag.)CN107324978; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 34699-28-0, name is 1-(4-Bromophenyl)-1,2,2-triphenylethylene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 34699-28-0, HPLC of Formula: C26H19Br

2, 250ml three-necked flask was evacuated and filled with N2 three times, 10mmol of Compound 1-1 was added, 120ml of water after drying and discharged air tetrahydrofuran,Under conditions of -78 C, 12 mmol n-butyllithium was slowly added and stirred for 3 hours Slowly into 21mmol trimethyl borate, return to room temperature, stirred for 12 hours, 10ml hydrochloric acid was added to terminate the reaction, the organic phase Extract with CH2Cl2, extract the organic layer three times with saturated brine, dry the combined organic phases over anhydrous Na2SO4, spin-off Organic solvents, column chromatography gave the product 1-2 as a white solid. Yield: 81.6%

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Jiangxi Science and Technology Normal University; Pu Shouzhi; Chen Zhao; Liu Gang; Zhao Fei; (11 pag.)CN107082753; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 7314-86-5,Some common heterocyclic compound, 7314-86-5, name is 1,3,5,7-Tetrabromoadamantane, molecular formula is C10H12Br4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a 250ml three-necked flask equipped with a condenser tube5.0 g (ie 11.0 mmol) of tetrabromoadamantane and20 mL (ie, 165 mmol) of m-dibromobenzene,Condenser duct from the upper end connected to an inverted funnel 30% NaOH aqueous solution,To absorb the HBr produced by the reaction.Cold water bath at 5 ,To the reaction system was added 1.2g (ie, 4.5mmol) of AlBr3, stirring was continued under a cold water bath for 1 hour,Then remove the cold water bath,Return to room temperature for about 3 hours,The final reaction system was heated in an oil bath to 60 C for 4 hours,The reaction solution was cooled to room temperature,Pour into 100 mL of acidic ice water and stir for 1 h.After the ice is completely melted, 100 ml of methylene chloride is added to the mixture for extraction. The organic layer is washed with water until neutral, washed with saturated brine, dried over anhydrous sodium sulfate, filtered and the filtrate is concentrated. The concentrated solution is then slowly added dropwise to 100 ml Methanol, precipitation,9.31 g of a pale yellow solid was obtained in a yield of 79%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3,5,7-Tetrabromoadamantane, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Physics And Chemistry Technology Institute; Chen Jinping; Li Yi; Yu Tianjun; Zeng Yi; (18 pag.)CN107266319; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 117635-21-9,Some common heterocyclic compound, 117635-21-9, name is 1,4-Dibromo-2,5-dihexylbenzene, molecular formula is C18H28Br2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 3: In the dry box the mixture of boronic acid pinacol ester,3, (5.8g.16.B2mmol), 1,4-dlbmmo-295-dthexylbenzene(3.4g, 8.4mmol), .Aiiquat 336(0.Bg), and Pd(PP%)4 (0.486g, 0421 mmol) in degassed toluene (lOOmL) was prepared. Outside dry box, the degassed Na2003 (2.87g, 2523mmo1 In 50 mL of water) solution was added to the fomier mixture under nitrogen, and then the resultant mixture was stirred at 90C for 42hrs. Theorganic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined orgqnlc layers were dried over anhydrous MgSO4. Filtration, concentration & the filtrate, and then the silica column chromatography (0-3% ethyl acetae in hexane) provided the desired product (2Mg, 8% yield) as a viscous liquid

The synthetic route of 117635-21-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; RADU, Nora Sabina; FENNIMORE, Adam; WO2015/89027; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 34699-28-0,Some common heterocyclic compound, 34699-28-0, name is 1-(4-Bromophenyl)-1,2,2-triphenylethylene, molecular formula is C26H19Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Into a 250 mL two-necked round-bottom flask under nitrogen was slowly added n-butyllithium (1.6 M in hexane, 7.5 mL, 12 mmol) and a THF solution (80 mL) of 1-(4-bromophenyl)-1,2,2-triphenylethene (3) (4.11 g, 10 mmol) at -78C. After stirring for 3 h, 2.4 mL of trimethylborate (20 mmol) was added into the reaction mixture. The mixture was warmed to room temperature and the reaction was terminated by adding hydrochloric acid (2 M, 10 mL) after 12 h. The mixture was then poured into water and extracted with dichloromethane. The organic layer was washed with water and dried over magnesium sulfate. After filtration and solvent evaporation, the residue was purified by silica-gel column chromatography using n-hexane/ethyl acetate as eluent. White solid of 4-(1,2,2-Triphenylvinyl)phenylboronic acid (4) was obtained in 70% yield (2.6 g). 1H NMR (300 MHz, CDCl3), delta (TMS, ppm): 7.88 (d, 2H, J=8.1 Hz), 7.13-7.00 (m, 17H), 4.49 (s, 1H). 13C NMR (75 MHz, CDCl3), delta (TMS, ppm): 148.9, 144.2, 144.1, 144.09, 142.4, 141.4, 135.6, 133.5, 132.0, 131.6, 128.4, 128.3, 127.4, 127.2. HRMS (TOF): m/e 376.2030 (M+, calcd 376.1635).

The synthetic route of 34699-28-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY; TANG, Benzhong; HONG, Yuning; LEUNG, Wai Tung; US2013/59392; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary