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COA of Formula: C7H6BrI. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about Accelerating Biphasic Biocatalysis through New Process Windows. Author is Huynh, Florence; Tailby, Matthew; Finniear, Aled; Stephens, Kevin; Allemann, Rudolf K.; Wirth, Thomas.

Process intensification through continuous flow reactions has increased the production rates of fine chems. and pharmaceuticals. Catalytic reactions are accelerated through an unconventional and unprecedented use of a high-performance liquid/liquid counter current chromatog. system. Product generation is significantly faster than in traditional batch reactors or in segmented flow systems, which is exemplified through stereoselective phase-transfer catalyzed reactions. This methodol. also enables the intensification of biocatalysis as demonstrated in high yield esterifications and in the sesquiterpene cyclase-catalyzed synthesis of sesquiterpenes from farnesyl diphosphate as high-value natural products with applications in medicine, agriculture and the fragrance industry. Product release in sesquiterpene synthases is rate limiting due to the hydrophobic nature of sesquiterpenes, but a biphasic system exposed to centrifugal forces allows for highly efficient reactions.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, ACS Catalysis called Enantioselective Access to γ-All-Carbon Quaternary Center-Containing Cyclohexanones by Palladium-Catalyzed Desymmetrization, Author is Wei, Qiang; Cai, Jinhui; Hu, Xu-Dong; Zhao, Jing; Cong, Hengjiang; Zheng, Chao; Liu, Wen-Bo, which mentions a compound: 40400-13-3, SMILESS is BrCC1=C(I)C=CC=C1, Molecular C7H6BrI, Recommanded Product: 1-(Bromomethyl)-2-iodobenzene.

An efficient desymmetrization of γ-quaternary carbon-containing cyclohexanones using readily available Pd/(S)-tBuPhox and benzyl amine as dual catalysts is reported. The development of the reaction, exploration on the substrate scope, and studies on the reaction mechanism. The intramol. coupling reaction leads to the formation of bicyclo[3.3.1]nonanones with a quaternary carbon bridgehead in synthetically useful yields (up to 98%) with high enantioselectivities (up to 98:2 er) and good functional group tolerance (>30 examples). Significantly, aryl and alkenyl bromides, as well as less reactive triflates are all compatible substrates for this process. The synthetic versatility of this strategy is demonstrated by scale-up synthesis and diverse transformations of the products into valuable building blocks, including quaternary center-containing dihydronaphthalenes, ring-fused indole and lactone, tetralones, and 6,6,5-tricycles. Mechanistic studies by computational calculations provide insights into the role of benzyl amine in accelerating the reaction rate and enhancing the enantioselectivities.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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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 L-Proline N-oxide dihydrazides as an efficient ligand for cross-coupling reactions of aryl iodides and bromides with amines and phenols, published in 2021-01-22, which mentions a compound: 40400-13-3, Name is 1-(Bromomethyl)-2-iodobenzene, Molecular C7H6BrI, Recommanded Product: 40400-13-3.

A novel catalytic system based on L-proline N-oxide/CuI was developed and applied to the cross-coupling reactions of various N- and O- nucleophilic reagents with aryl iodides and bromides. This strategy featured in the employment of an L-proline derived dihydrazides N-oxide compound as the superior supporting ligand. By using this protocol, a variety of products, including N-arylimidazoles, N-arylpyrazoles, N-arylpyrroles, N-arylamines, and aryl ethers, were synthesized with up to 99% yield.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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From this literature《Enantioselective Rh(II)-Catalyzed Desymmetric Cycloisomerization of Diynes: Constructing Furan-Fused Dihydropiperidines with an Alkyne-Substituted Aza-Quaternary Stereocenter》,we know some information about this compound(40400-13-3)Recommanded Product: 40400-13-3, but this is not all information, there are many literatures related to this compound(40400-13-3).

Recommanded Product: 40400-13-3. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about Enantioselective Rh(II)-Catalyzed Desymmetric Cycloisomerization of Diynes: Constructing Furan-Fused Dihydropiperidines with an Alkyne-Substituted Aza-Quaternary Stereocenter. Author is Wu, Rui; Lu, Jiajun; Cao, Tongxiang; Ma, Jun; Chen, Kai; Zhu, Shifa.

Herein, an enantioselective dirhodium(II)-catalyzed cycloisomerization of diynes R1CCC(R2)(R3)XCH2CCHO (R1 = H, t-Bu, 4-fluorophenyl, tri-Me silyl, etc.; R2 = t-Bu, Ph, 4-cyanophenyl, etc.; R3 = cyclopropyl, Ph, propan-2-yl, etc.; X = NTs, O, C) is achieved by the strategy of desymmetrization, which not only represents a new cycloisomerization reaction of diynes but also constitutes the first Rh(II)-catalyzed asym. intramol. cycloisomerization of 1,6-diynes. This protocol provides a range of valuable furan-fused dihydropiperidine derivatives I with an enantiomerically enriched alkynyl-substituted aza-quaternary stereocenter in high efficiency, complete atom economy, and excellent enantioselectivity (up to 98% ee). Besides, the highly functionalized products could be easily transformed into various synthetically useful building blocks and conjugated with a series of pharmaceutical mols. The mechanism involving a concerted [3+2] cycloaddition/[1,2]-H shift of the Rh(II) carbenoid intermediate was elucidated by DFT calculations and mechanistic studies. More importantly, the first single crystal of alkyne-dirhodium(II) was obtained to show that a η2-coordinating activation of alkynal by dirhodium(II) was involved. Weak hydrogen bondings between the carboxylate ligands and alkynal were found, which probably made the well-defined paddlewheel-like dirhodium(II) distinctive from other metal complexes in catalyzing this transformation. Furthermore, the origin of the enantioselectivity was elucidated by a Rh2(R-PTAD)4-alkyne complex and addnl. calculational studies.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Sakai, Takayuki; Matsuo, Yoshiyuki; Okuda, Kensuke; Hirota, Kiichi; Tsuji, Mieko; Hirayama, Tasuku; Nagasawa, Hideko published an article about the compound: 1-(Bromomethyl)-2-iodobenzene( cas:40400-13-3,SMILESS:BrCC1=C(I)C=CC=C1 ).Category: chiral-phosphine-ligands. 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:40400-13-3) through the article.

To develop antitumor drugs capable of targeting energy metabolism in the tumor microenvironment, we produced a series of potent new biguanide derivatives via structural modification of the arylbiguanide scaffold. We then conducted biol. screening using hypoxia inducible factor (HIF)-1- and unfolded protein response (UPR)-dependent reporter assays and selective cytotoxicity assay under low glucose conditions. Homologation studies of aryl-(CH2)n-biguanides (n = 0-6) yielded highly potent derivatives with an appropriate alkylene linker length (n = 5, 6). The o-chlorophenyl derivative 7l (n = 5) indicated the most potent inhibitory effects on HIF-1- and UPR-mediated transcriptional activation (IC50; 1.0 ± 0.1 ΜM, 7.5 ± 0.1 ΜM, resp.) and exhibited selective cytotoxicity toward HT29 cells under low glucose condition (IC50; 1.9 ± 0.1 ΜM). Addnl., the protein expression of HIF-1α induced by hypoxia and of GRP78 and GRP94 induced by glucose starvation was markedly suppressed by the biguanides, thereby inhibiting angiogenesis. Metabolic flux and fluorescence-activated cell sorting analyses of tumor cells revealed that the biguanides strongly inhibited oxidative phosphorylation and activated compensative glycolysis in the presence of glucose, whereas both were strongly suppressed in the absence of glucose, resulting in cellular energy depletion and apoptosis. These findings suggest that the pleiotropic effects of these biguanides may contribute to more selective and effective killing of cancer cells due to the suppression of various stress adaptation systems in the tumor microenvironment.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Journal of Organic Chemistry called Metal-Free Addition of Benzyl Halides to Aldehydes Using Super Electron Donors: Access to 3,4-Dihydroisocoumarins and 1,2-Diarylethanols, Author is Spitz, Cedric; Matteudi, Melanie; Tintori, Guillaume; Broggi, Julie; Terme, Thierry; Vanelle, Patrice, which mentions a compound: 40400-13-3, SMILESS is BrCC1=C(I)C=CC=C1, Molecular C7H6BrI, Synthetic Route of C7H6BrI.

We report here the intermol. metal-free addition reaction of functionalized benzyl halides to aldehydes using a super electron donor (SED). The metal-free and mild conditions allowed the formation of 3,4-dihydroisocoumarins and 1,2-diarylethanols with unprecedented functional group tolerance.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Product Details of 40400-13-3. 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: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about Alkylation-Terminated Catellani Reactions Using Alkyl Carbagermatranes.

The Catellani reaction has received substantial attention because it enables rapid multiple derivatization on aromatics While using alkyl electrophiles to achieve ortho-alkylation was one of the earliest applications of the Catellani reaction, ipso-alkylation-terminated reactions with β-H-containing reactants has not been realized to date. Herein, we report alkylation-terminated Catellani reaction using alkyl carbagermatranes (abbreviated as alkyl-Ge) as nucleophiles. The reactivity of alkyl-Ge and alkyl-B(OH)2 in this reaction is discussed. This approach enables efficient dialkylation with β-H-containing reactants, which was previously inaccessible by Catellani reactions.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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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 From 1,2-difunctionalisation to cyanide-transfer cascades – Pd-catalysed cyanosulfenylation of internal (oligo)alkynes, published in 2020, which mentions a compound: 40400-13-3, Name is 1-(Bromomethyl)-2-iodobenzene, Molecular C7H6BrI, Quality Control of 1-(Bromomethyl)-2-iodobenzene.

Internal alkynes substituted by aliphatic or aromatic moieties or by heteroatoms were converted into sulfur-substituted acrylonitrile derivatives Key is the use of Pd catalysis, which allows the addition of aromatic and aliphatic thiocyanates in an intra- and intermol. manner. Substrates with several alkyne units underwent further carbopalladation steps after the initial thiopalladation step, thus generating in a cascade-like fashion an oligoene unit with sulfur at one terminus and the cyano group at the other.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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From this literature《Synthesis of Carbocyclic Compounds via a Nickel-Catalyzed Carboiodination Reaction》,we know some information about this compound(40400-13-3)Name: 1-(Bromomethyl)-2-iodobenzene, but this is not all information, there are many literatures related to this compound(40400-13-3).

Name: 1-(Bromomethyl)-2-iodobenzene. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about Synthesis of Carbocyclic Compounds via a Nickel-Catalyzed Carboiodination Reaction. Author is Marchese, Austin D.; Adrianov, Timur; Kollen, Martin F.; Mirabi, Bijan; Lautens, Mark.

A scalable nickel-catalyzed carboiodination reaction generating 6-membered carbocycles I [R1 = H, 7-Me, 5-F, etc.; R2 = Me, n-Pr, Bn; R3 = CO2Me, CO2Et, CO2t-Bu, CO2Ph; R4 = CO2Me, CO2Et, CO2t-Bu, CO2Ph] was reported. NiI2 and P(OEt)3 as the ligand and reducing agent, provided decorated iodomethyl-tetrahydronaphthalenes I in up to 94% yield. The impact of varying electronic and steric parameters on the reaction were reported and a nonlinear Hammett plot was obtained, supporting a change in rate-determining step from oxidative addition to reductive elimination. Exptl. and DFT studies suggested the malonate group might stabilize a nickel oxidative-addition complex. A variety of heteroatom-containing nucleophiles and medicinally relevant heterocycles were easily incorporated into the products via simple SN2 chem.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Product Details of 40400-13-3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-(Bromomethyl)-2-iodobenzene, is researched, Molecular C7H6BrI, CAS is 40400-13-3, about Photophysics and spectroscopy of 1,2-Benzazulene. Author is Awuku, Stephen; Bradley, Siobhan J.; Ghiggino, Kenneth P.; Steer, Ronald P.; Stevens, Amy L.; White, Jonathan M.; Yeow, Colleen.

The electronic spectroscopy and photophysics of 1,2-benzazulene (BzAz) have been examined in solution and in thin solid films, with the objective of comparing its intramol. and intermol. excited state decay processes with those of azulene. Unlike azulene, the S2 – S0 absorption and fluorescence spectra exhibit a clear mirror image relationship dominated by a single strong Franck-Condon active progression. Picosecond transient absorption spectra and non-linear S2 fluorescence upconversion experiments reveal lifetimes that follow a well-established energy gap law correlation, indicative of a dominant S2 – S1 decay route. Mechanistic interpretations, including the possibility of S2 singlet fission in aggregates, are discussed.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate