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《Chemoselective Tin-Boron Exchange Aided by the Use of Dummy Ligands at the Tin Atom》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol)Reference of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol.

Hermeke, Julia; Mewald, Marius; Irran, Elisabeth; Oestreich, Martin 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 ).Reference of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol. 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.

C(sp2)-Sn bonds generally react more quickly than C(sp3)-Sn bonds in Sn-B exchange processes, and discrimination between (hetero)aryl groups to be transferred from Sn to B and those to remain at the Sn atom (usually Me groups) is reliable. Conversely, transmetalation of benzylic C-Sn bonds is disfavored, and the chemoselectivity against other C(sp3)-Sn bonds at the Sn atom is poor. That inherent problem is overcome by the installation of one or more Me3SiCH2 (TMSM) groups at the Sn atom as nontransferable substituents. With these groups, the Sn-B metathesis of benzylic C(sp3)-Sn bonds occurs cleanly and rapidly. The efficiency of the new method is demonstrated in the demanding synthesis of C6F5-substituted dihydroborepines with binaphthyl backbones. The new technique led to the facile preparation of two difficult-to-access C6F5-substituted dihydroborepines with binaphthyl backbones, even with severe steric congestion around the Sn atom. Two novel dihydrostannepines and the 3,3-dimethyloxetane adduct of a highly hindered dihydroborepine were structurally characterized by x-ray diffraction.

《Chemoselective Tin-Boron Exchange Aided by the Use of Dummy Ligands at the Tin Atom》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol)Reference of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Chemical Properties and Facts of 119707-74-3

Different reactions of this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol)Synthetic Route of C20H12Br2O2 require different conditions, so the reaction conditions are very important.

Synthetic Route of C20H12Br2O2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Discrimination of remote chirality of primary alcohols using 1,1′-binaphthyl-2,2′-diyl phosphoroselenoyl chlorides as a chiral molecular tool. Author is Murai, Toshiaki; Itoh, Hikaru.

The reaction of trichlorophosphine, 1,1′-binaphthyl-2,2′-diols with various substituents at the 3,3′-positions, and elemental selenium in the presence of Et3N gave phosphoroselenoyl chlorides in low to high yields depending on the substituents on the binaphthols. To evaluate their utility as chiral derivatizing agents of primary alcs. having a chiral center β to the hydroxy group, the obtained chlorides were reacted with alcs. to yield phosphoroselenoic acid esters. 31P and 77Se NMR spectra of some esters with an unsubstituted binaphthyl group showed two signals corresponding to their diastereomers. Among them, the diastereomers of alcs. with chiral quaternary centers were clearly distinguished in the NMR spectra. This discrimination was further improved by the use of esters having binaphthyl groups with substituents at the 3,3′-positions. In particular, the signals due to the diastereomers of esters having binaphthyl groups with C6H4C6H3Me2-3,5 and SiiPr3 groups were more clearly separated in NMR spectra. Sequential recrystallization of the esters derived from primary alcs. having quaternary carbon centers gave only one of the diastereomers. Their mol. structures were determined by X-ray analyses.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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Different reactions of this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol)Electric Literature of C20H12Br2O2 require different conditions, so the reaction conditions are very important.

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 Circular dichroism of multi-component assemblies for chiral amine recognition and rapid ee determination.Electric Literature of C20H12Br2O2.

Upon mixing a chiral amine, enantiopure BINOL, and o-formyl Ph boronic acid, the three components assemble efficiently and rapidly into chiral host-guest structures that produce distinct CD signals for each enantiomer of the amine. Employing BINOL and two derivatives to create an array of receptors, the CD signals resulting from several α-chiral primary amines were processed by principal component anal. and linear discriminant anal. to give satisfactory discrimination of the amines studied. Not only was the system able to differentiate the analytes chemoselectively and enantioselectively, but it also allowed for the rapid determination of chiral amine ee values.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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Different reactions of this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol)Related Products of 119707-74-3 require different conditions, so the reaction conditions are very important.

Related Products of 119707-74-3. 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 Molecular Design of a C2-Symmetric Chiral Phase-Transfer Catalyst for Practical Asymmetric Synthesis of α-Amino Acids. Author is Ooi, Takashi; Kameda, Minoru; Maruoka, Keiji.

The synthesis of C2-sym. chiral quaternary (S)-BINOL-based ammonium salts and their successful application as catalysts in a highly efficient enantioselective alkylation of tert-Bu glycinate-benzophenone Schiff base Ph2C:NCH2CO2CMe3 (I) under mild phase-transfer conditions. Structurally more rigid chiral spiro ammonium salts [(II); R = H, Ph, 2-naphthyl] delivered better results. Catalyst II (R = 2-naphthyl) gave enantioselectivities generally exceeding 90% ee for alkylation of I with a variety of alkyl halides.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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Different reactions of this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol)Quality Control of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol require different conditions, so the reaction conditions are very important.

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 Enantioselective conjugate allylation of cyclic enones, the main research direction is cycloketone enantioselective synthesis; cyclic enone allylation dibromobinaphthol catalyst Cope rearrangement KH.Quality Control of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol.

Enantioselective organocatalytic 1,2-allylation of a cyclic enone followed by anionic oxy-Cope rearrangement delivered the ketone as a mixture of diastereomers. This appears to be a general method for the net enantioselective conjugate allylation of cyclic enones.

Different reactions of this compound((S)-3,3′-Dibromo-1,1′-bi-2-naphthol)Quality Control of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol require different conditions, so the reaction conditions are very important.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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The article 《Asymmetric induction arising from the chiral twist of 2,2′-binaphthyl template in the cyclopolymerization of divinyl ethers》 also mentions many details about this compound(119707-74-3)Synthetic Route of C20H12Br2O2, you can pay attention to it, because details determine success or failure

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol( cas:119707-74-3 ) is researched.Synthetic Route of C20H12Br2O2.Yokota, Kazuaki; Kakuchi, Toyoji; Yamamoto, Toshiya; Hasegawa, Toshiyuki; Haba, Osamu published the article 《Asymmetric induction arising from the chiral twist of 2,2′-binaphthyl template in the cyclopolymerization of divinyl ethers》 about this compound( cas:119707-74-3 ) in Makromolekulare Chemie. Keywords: cationic cyclopolymn vinyl ether binaphthyl; chiral twist cyclopolymn binaphthyl vinyl; polymerization cyclo vinyl ether binaphthyl; template cyclopolymn asym induction. Let’s learn more about this compound (cas:119707-74-3).

Cationic cyclopolymn. of divinyl ethers, which were derived from (R)- or (S)-1,1′-bi-2-naphthol with Me, Ph, and bromo groups in the 3,3′-positions, yielded polymers with changing optical rotation according to the reaction conditions. Model compounds corresponding to the 3 stereoisomeric forms of the constitutional units, i.e., 2 racemic (R,R- and S,S-) forms and 1 meso form, were prepared to confirm the origin of changing optical rotation due to the configuration, which had a tendency to be preferentially a racemic-diisotactic structure at higher monomer concentrations and in less polar solvents. The chiral twist of the (R)- or (S)-binaphthyl template induced the main chain to form an asym. R,R- or S,S-racemic sequence, resp., in the cyclopolymn.

The article 《Asymmetric induction arising from the chiral twist of 2,2′-binaphthyl template in the cyclopolymerization of divinyl ethers》 also mentions many details about this compound(119707-74-3)Synthetic Route of C20H12Br2O2, you can pay attention to it, because details determine success or failure

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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The article 《One-Pot Asymmetric Synthesis of Alkylidene 1-Alkylindan-1-ols Using Bronsted Acid and Palladium Catalysis》 also mentions many details about this compound(119707-74-3)HPLC of Formula: 119707-74-3, you can pay attention to it, because details determine success or failure

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 One-Pot Asymmetric Synthesis of Alkylidene 1-Alkylindan-1-ols Using Bronsted Acid and Palladium Catalysis, published in 2017-11-03, which mentions a compound: 119707-74-3, mainly applied to asym synthesis alkylmethyleneindanol Bronsted acid palladium catalysis; enantioselective allylboration Mizoroki Heck bromoaryl ketone, HPLC of Formula: 119707-74-3.

A one-pot catalytic enantioselective allylboration/Mizoroki-Heck reaction of 2-bromoaryl ketones has been developed for the asym. synthesis of 3-methyleneindanes bearing a tertiary alc. center. Bronsted acid-catalyzed allylboration with a chiral BINOL derivative was followed by a palladium-catalyzed Mizoroki-Heck cyclization, resulting in selective formation of the exo-alkene. This novel protocol provides a concise and scalable approach to 1-alkyl-3-methyleneindan-1-ols in high enantiomeric ratios (up to 96:4 er). The potential of these compounds as chiral building blocks was demonstrated with efficient transformation to optically active diol and amino alc. scaffolds.

The article 《One-Pot Asymmetric Synthesis of Alkylidene 1-Alkylindan-1-ols Using Bronsted Acid and Palladium Catalysis》 also mentions many details about this compound(119707-74-3)HPLC of Formula: 119707-74-3, you can pay attention to it, because details determine success or failure

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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The article 《Asymmetric Propargylation of Ketones Using Allenylboronates Catalyzed by Chiral Biphenols》 also mentions many details about this compound(119707-74-3)Safety of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, you can pay attention to it, because details determine success or failure

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 Asymmetric Propargylation of Ketones Using Allenylboronates Catalyzed by Chiral Biphenols, published in 2011-08-05, which mentions a compound: 119707-74-3, mainly applied to homopropargylic alc enantioselective preparation; ketone allenylboronate asym propargylation biphenol catalyst, Safety of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol.

Chiral biphenols catalyze the enantioselective asym. propargylation of ketones using allenylboronates. The reaction uses 10 mol % of 3,3′-Br2-BINOL as the catalyst and allenyldioxoborolane as the nucleophile, in the absence of solvent, and under microwave irradiation to afford the homopropargylic alc., e.g., I. The reaction products are obtained in good yields (60-98%) and high enantiomeric ratios (3:1-99:1). Diastereoselective propargylations using chiral racemic allenylboronates result in good diastereoselectivities (dr >86:14) and enantioselectivities (er >92:8) under the catalytic conditions.

The article 《Asymmetric Propargylation of Ketones Using Allenylboronates Catalyzed by Chiral Biphenols》 also mentions many details about this compound(119707-74-3)Safety of (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, you can pay attention to it, because details determine success or failure

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

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After consulting a lot of data, we found that this compound(119707-74-3)HPLC of Formula: 119707-74-3 can be used in many types of reactions. And in most cases, this compound has more advantages.

HPLC of Formula: 119707-74-3. 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. Compound: (S)-3,3′-Dibromo-1,1′-bi-2-naphthol, is researched, Molecular C20H12Br2O2, CAS is 119707-74-3, about Enantioselective addition of diethylzinc to benzaldehyde catalyzed by (S)-3,3′-disubstituted BINOL.

New chiral ligands (S)-3,3′-di(X)-1,1′-bis(2-naphthol) (X = cyano, bromo, or methyl) were synthesized from (S)-3,3′-diformyl-2,2′-dimethoxy-1,1′-binaphthyl by substitution reaction and demethylation with high yield. The catalytic properties and mechanism of the synthetic chiral ligand (X = cyano) during the enantioselective addition reaction of diethylzinc with benzaldehyde were studied. Moderate-to-good yields with lower enantioselectivities were observed

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Bromide – Wikipedia,
bromide – Wiktionary

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After consulting a lot of data, we found that this compound(119707-74-3)Electric Literature of C20H12Br2O2 can be used in many types of reactions. And in most cases, this compound has more advantages.

Electric Literature of C20H12Br2O2. 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 Copper-Complex-Catalyzed Asymmetric Aerobic Oxidative Cross Coupling of 2-Naphthols: Enantioselective Synthesis of 3,3′-Substituted C1-Symmetric BINOLs. Author is Tian, Jin-Miao; Wang, Ai-Fang; Yang, Ju-Song; Zhao, Xiao-Jing; Tu, Yong-Qiang; Zhang, Shu-Yu; Chen, Zhi-Min.

A novel chiral 1,5-N,N-bidentate ligand I based on a spirocyclic pyrrolidine oxazoline backbone was designed and prepared; it coordinates CuBr in situ to form an unprecedented catalyst that enables efficient oxidative cross-coupling of 2-naphthols II (R3 = CHO, PhOCO, 3-FC6H4OCO, CHO, etc., R4 = H; R3 = PhOCO, R4 = Me, Br, OMe) and III (R5 = Br, Cl, CHO, PhCH2O, etc., R6 = H; R5 = H, R6 = OMe). Air serves as an external oxidant and generates a series of C1-sym. chiral BINOL derivatives IV with high enantioselectivity (up to 99% ee) and good yield (up to 87%). This approach is tolerant of a broader substrates scope, particularly substrates bearing various 3- and 3′-substituents. A preliminary investigation using one of the obtained C1-sym. BINOL product IV (R3 = CHO; R4 = R6 = H; R5 = Br) as an organocatalyst exhibited better enantioselectivity than the previously reported organocatalyst for the asym. α-alkylation of di-Et 2-aminomalonate.

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Reference:
Bromide – Wikipedia,
bromide – Wiktionary