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COA of Formula: C20H12Br2O2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Efficient Determination of the Enantiomeric Purity and Absolute Configuration of Flavanones by Using (S)-3,3′-Dibromo-1,1′-bi-2-naphthol as a Chiral Solvating Agent. Author is Du, Guoxin; Li, Yisu; Ma, Shunan; Wang, Rui; Li, Bo; Guo, Fujiang; Zhu, Weiliang; Li, Yiming.

The enantiomeric purity and absolute configuration of flavanones were first determined using (S)-3,3′-dibromo-1,1′-bi-2-naphthol as a chiral solvating agent by means of 1H NMR spectroscopy. The enantiomeric purity results closely matched those based on chiral HPLC anal.

In some applications, this compound(119707-74-3)COA of Formula: C20H12Br2O2 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Barnett, David S.; Moquist, Philip N.; Schaus, Scott E. researched the compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol( cas:119707-74-3 ).Synthetic Route of C20H12Br2O2.They published the article 《The Mechanism and an Improved Asymmetric Allylboration of Ketones Catalyzed by Chiral Biphenols》 about this compound( cas:119707-74-3 ) in Angewandte Chemie, International Edition. Keywords: chiral BINOL catalyzed asym allylboration ketone mechanism catalyst exchange. We’ll tell you more about this compound (cas:119707-74-3).

The increase in both rate and enantioselectivity in the chiral BINOL-catalyzed asym. allylboration of PhCOMe with diiso-Pr allylboronate with addition of iso-PrOH was attributed to the exchange reaction of iso-PrOH with iso-Pr (S)-2-phenyl-4-pentenyl BINOL boronate, thus liberating product and starting catalyst. Use of a cyclic allylboronate (2-allyl-1,3,2-dioxaborinane) that would produce a tethered alc. upon catalyst exchange, facilitating catalyst release at end of reaction cycle, and in addition 2 equiv tBuOH relative to ketone, provided (S)-2-phenyl-4-penten-2-ol in near quant. yield and >99:1 e.r.; moreover, the reaction could be run in absence of solvent and the catalyst could be recovered in 90% yield from the reaction.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Versatile Method for the Resolution and Absolute Configuration Assignment of Substituted 1,1′-Bi-2-naphthols, the main research direction is resolution chiral binaphthol; absolute configuration binaphthol.Related Products of 119707-74-3.

Substituted (±)-1,1′-bi-2-naphthols can be resolved by chromatog. separation of their diastereomeric bis-(1S)-camphor-10-sulfonates followed by base-catalyzed hydrolysis. From x-ray diffraction, optical rotation correlation, CD and 1H-NMR comparative studies, it was concluded that the chromatog. fast running diastereomeric bis-(sulfonate) had an (S)-chiral axis.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Asymmetric Petasis Reactions Catalyzed by Chiral Biphenols, the main research direction is alkenyl boronate asym Petasis reaction secondary amine glyoxylate biphenol; amino ester unsaturated asym synthesis.Synthetic Route of C20H12Br2O2.

Chiral biphenols catalyze the enantioselective Petasis reaction of alkenyl boronates R1R2C:CHB(OEt)2 (R1 = n-Bu, cyclohexyl, Ph, 4-MeOC6H4, 3-thienyl, etc., R2 = H; R1 = n-Bu, Ph, R2 = Me), secondary amines R3R4NH (R3 = PhCH2, R4 = Me, t-Bu, CH2CH2CN, EtO2C, Me3Si, PhCH2, etc.; R3 = R4 = allyl; etc.), and Et glyoxylate. The reaction requires the use of 15 mol % of (S)-VAPOL as the catalyst, alkenyl boronates as nucleophiles, Et glyoxylate as the aldehyde component, and 3A mol. sieves as an additive. The chiral α-amino ester products R1R2C:CHCH(NR3R4)CO2Et were obtained in good yields (71-92%) and high enantiomeric ratios (89:11-98:2). Mechanistic investigations indicate single ligand exchange of acyclic boronate with VAPOL and tetracoordinate boronate intermediates.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Reference of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Mechanism and Stereoselectivity of the BINOL-Catalyzed Allylboration of Skatoles. Author is Huang, Genping; Diner, Colin; Szabo, Kalman J.; Himo, Fahmi.

D. functional theory calculations have been performed to investigate the binaphthol-catalyzed allylboration of skatoles. The high stereoselectivity observed for the reaction is reproduced well by the calculations and was found to be mainly a result of steric repulsions in the corresponding Zimmerman-Traxler transition states. The role of the additive MeOH in enhancing the stereoselectivity was also investigated and is suggested to promote the formation of less reactive allylboronic ester intermediates, thereby suppressing the formation of allylboroxine species, which undergo the facile racemic background reaction.

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Bromide – Wikipedia,
bromide – Wiktionary

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Boosting Enantioselectivity of Chiral Organocatalysts with Ultrathin Two-Dimensional Metal-Organic Framework Nanosheets, published in 2019-11-06, which mentions a compound: 119707-74-3, Name is (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, Molecular C20H12Br2O2, Electric Literature of C20H12Br2O2.

The development of methodologies for inducing and tailoring enantioselectivities of catalysts is an important issue in asym. catalysis. Chiral mol. catalysts can be boosted from completely nonselective to highly enantioselective when installed in nanostructured metal-organic frameworks (MOFs). Exfoliation of layered crystals is one of the most direct synthetic routes to ultrathin nanosheets, but its use in MOFs is limited by the availability of layered MOFs. The authors illustrate that layered MOFs can be designed using ligand-capped metal clusters and angular organic linkers. This gives two three-dimensional (3D) layered porous MOFs from Zn4-p-tert-butylsulfonyl calix[4]arene and chiral angular 1,1′-binaphthol/-biphenol dicarboxylic acids, which can be ultrasonic exfoliated into one- and two-layer nanosheets. The obtained MOF materials are efficient catalysts for asym. cascade condensation and cyclization of 2-aminobenzamide and aldehydes to produce 2,3-dihyroquinazolinones. While both binaphthol and biphenol display no enantioselectivity, restriction of their freedom in the MOFs leads to 56-90% and 46-72% ee, resp., which are increased to 72-94% and 64-82% ee after exposure to external surfaces of the flexible nanosheets. Moreover, the MOF crystals and nanosheets exhibit highly sensitive fluorescent enhancement in the presence of chiral amino alcs. with enantioselectivity factors being, resp., increased up to 1.4 and 2.3 times of the values of the diols, allowing them to be used in chiral sensing. Therefore, the observed enantioselectivities increase in the order organocatalyst < MOF crystals < MOF nanosheets in both catalysis and sensing. This work not only provides a strategy to make 3D layered MOFs and their ultrathin nanosheets but also paves the way to use nanostructured MOFs to manipulate enantioselectivities of mol. catalysts. This literature about this compound(119707-74-3)Electric Literature of C20H12Br2O2has given us a lot of inspiration, and I hope that the research on this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Catalytic Asymmetric Allylboration of Indoles and Dihydroisoquinolines with Allylboronic Acids: Stereodivergent Synthesis of up to Three Contiguous Stereocenters, the main research direction is indole dihydroisoquinoline asym allylboration allylboronic acid stereoselectivity BINOL catalyst; allylboration; asymmetric catalysis; indoles; organocatalysis; stereoselectivity.Application of 119707-74-3.

The catalytic asym. allylboration of cyclic imines with γ,γ-disubstituted allylboronic acids provides products with adjacent stereocenters in high yield and stereoselectivity. Various electrophiles, including 3,4-dihydroisoquinolines and indoles, were prenylated in a fully stereodivergent fashion by switching the E/Z geometry of the allylboronate and/or the enantiomer of the BINOL catalyst. 3-Methylindole provided products with three adjacent stereocenters with high stereoselectivity in one synthetic operation.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Asymmetric Syntheses of the Flavonoid Diels-Alder Natural Products Sanggenons C and O.Product Details of 119707-74-3.

Metal-catalyzed, double Claisen rearrangement of a bis-allyloxyflavone has been utilized to enable a concise synthesis of the hydrobenzofuro[3,2-b]chromenone core structure of the natural products sanggenon A (I) and sanggenol F (II). In addition, catalytic, enantioselective [4+2] cycloadditions of 2′-hydroxychalcones have been accomplished using B(OPh)3/BINOL complexes. Asym. syntheses of the flavonoid Diels-Alder natural products sanggenons C (III) and O (IV) have been achieved employing a stereodivergent reaction of a racemic mixture (stereodivergent RRM) involving [4+2] cycloaddition

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Bromide – Wikipedia,
bromide – Wiktionary

Lou, Sha; Moquist, Philip N.; Schaus, Scott E. published the article 《Asymmetric Allylboration of Acyl Imines Catalyzed by Chiral Diols》. Keywords: asym allylboration acyl imine chiral diol catalysis.They researched the compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol( cas:119707-74-3 ).Application of 119707-74-3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:119707-74-3) here.

Chiral BINOL-derived diols catalyze the enantioselective asym. allylboration of acyl imines. The reaction requires 15 mol % (S)-3,3′-Ph2-BINOL (the most effective catalyst) as the catalyst and allyldiisopropoxyborane as the nucleophile. The reaction products were obtained in good yields (75-94%) and high enantiomeric ratios (95:5-99.5:0.5) for aromatic and aliphatic imines, e.g. 87 % (99:1 enantiomer ratio) N-((R)-1-phenylbut-3-enyl)benzamide from diisopropyl allylboronate and N-(benzylidene)benzamide. High diastereoselectivities (diastereomeric ratio > 98:2) and enantioselectivities (enantiomeric ratio > 98:2) were obtained in the reactions of acyl imines with crotyldiisopropoxyboranes. This asym. transformation is directly applied to the synthesis of Maraviroc, the selective CCR5 antagonist with potent activity against HIV-1 infection. Mechanistic studies of the allylboration reaction including IR, NMR, and mass spectrometry studies indicate that acyclic boronates are activated by chiral diols via exchange of one of the boronate alkoxy groups with activation of the acyl imine via H bonding.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Dianionic Phase-Transfer Catalyst for Asymmetric Fluoro-cyclization.Quality Control of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol.

Inspired by the dicationic nature of the electrophilic fluorinating reagent, Selectfluor, we rationally designed a series of dicarboxylic acid precatalysts, which, when deprotonated, act as anionic phase-transfer catalysts for asym. fluorination of alkenes. Among them, I (n = 1) having the shortest linker moiety efficiently catalyzed unprecedented 6-endo-fluoro-cyclization of various allylic amides, affording fluorinated dihydrooxazine compounds with high enantioselectivity (up to 99% ee). In addition to cyclic substrates, acyclic trisubstituted alkenes underwent the reaction with good diastereoselectivity, whereas low diastereoselectivity was observed for linear disubstituted alkenes. Results suggest that the reaction proceeds via a fluoro-carbocation intermediate.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary