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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Electrochemical Nozaki-Hiyama-Kishi Coupling: Scope, Applications, and Mechanism, the main research direction is allylic alc preparation electrochem; vinyl bromide aldehyde Nozaki Hiyama Kishi coupling chromium catalyst; redox active ester aldehyde Nozaki Hiyama Kishi coupling chromium.Name: Nickel(II) chloride ethylene glycol dimethyl ether complex.

One of the most oft-employed methods for C-C bond formation involving the coupling of vinyl-halides such as, 1-bromohex-1-ene, 1-bromocyclohept-1-ene, 2-(2,2-dibromoethenyl)furan, etc. with aldehydes RCHO (R = 4-chlorobutyl, 2-phenylethyl, 2-(5-methylfuran-2-yl)propyl, etc.) catalyzed by Ni and Cr (Nozaki-Hiyama-Kishi, NHK) has been rendered more practical using an electroreductive manifold. Although early studies pointed to the feasibility of such a process, those precedents were never applied by others due to cumbersome setups and limited scope. Here, a carefully optimized electroreductive procedure can enable a more sustainable approach to NHK, even in an asym. fashion on highly complex medicinally relevant systems. The e-NHK can even enable non-canonical substrate classes, such as redox-active esters I (R1 = 3-phenylpropyl, (3,4,5-trimethoxyphenyl)methyl, 1-[(tert-butoxy)(oxo)methane]azetidin-3-yl, etc.), to participate with low loadings of Cr when conventional chem. techniques fail. A combination of detailed kinetics, cyclic voltammetry, and in situ UV-vis spectroelectrochem. of these processes illuminates the subtle features of this mechanistically intricate process.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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Quality Control of 1,4-Dibromobutane. 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: 1,4-Dibromobutane, is researched, Molecular C4H8Br2, CAS is 110-52-1, about Synthesis and Characterization of Compounds Based on Carbazole and Sulfone Groups.

Two compounds containing carbazole and sulfone groups with different alkyl chain lengths have been designed and synthesized. The sulfone group has strong absorption characteristics and the alkoxy chain and carbazole group are electron-rich, forming D-δ-A-type sym. mols. The mols. have the characteristics of charge transfer and high thermal stability, and the mols. stack to form a layered staggered stack, reducing the intermol. π-π interactions. The target compounds also exhibit strong UV-fluorescent emission in the solid state at room temperature, and they are expected to be good luminescent materials.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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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 Exploring Electrochemical C(sp3)-H Oxidation for the Late-Stage Methylation of Complex Molecules, published in 2022-01-26, which mentions a compound: 110-52-1, Name is 1,4-Dibromobutane, Molecular C4H8Br2, Reference of 1,4-Dibromobutane.

A modular, efficient and selective strategy for the α-methylation of protected amines (i.e., amides, carbamates and sulfonamides) by means of electrochem. oxidation was disclosed. Mechanistic anal. guided to develop an improved electrochem. protocol on the basis of the classic Shono oxidation reaction, which featured broad reaction scope, high functional group compatibility and operational simplicity. Importantly, this reaction system was amenable to the late-stage functionalization of complex targets containing basic nitrogen groups that was prevalent in medicinally active agents. When combined with organozinc-mediated C-C bond formation, this protocol enabled the direct methylation of a myriad of amine derivatives including those that have previously been explored for the “”magic methyl”” effect. This synthetic strategy thus circumvented multistep de novo synthesis that was currently necessary to access such compounds and has the potential to accelerate drug discovery efforts.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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HPLC of Formula: 29046-78-4. 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: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Harnessing Alkylpyridinium Salts as Electrophiles in Deaminative Alkyl-Alkyl Cross-Couplings. Author is Plunkett, Shane; Basch, Corey H.; Santana, Samantha O.; Watson, Mary P..

A Negishi cross-coupling of alkylpyridinium salts and alkylzinc halides has been developed. This is the first example of alkyl-alkyl bond formation via cross-coupling of an alkyl amine derivative with an unactivated alkyl group, and allows both primary and secondary alkylpyridinium salts to react with primary alkylzinc halides with high functional group tolerance. When combined with formation of the pyridinium salts from primary amines, this method enables the noncanonical transformation of NH2 groups into a wide range of alkyl substituents with broad functional group tolerance.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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SDS of cas: 29046-78-4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Tetrakis-1,2,4,5-(bis(3,5-dimethylphenyl)phosphino)benzene (Me16tpbz): A soluble and spectroscopically simple variant of the 1,2,4,5-tetraphosphinobenzene ligand platform. Author is Selvachandran, Malathy; Kumar, Satyendra; Zhang, Xiaodong; Mague, Joel T.; Donahue, James P..

A preparation of 1,2,4,5-tetrakis(bis(3,5-dimethylphenyl)phosphino)benzene (Me16tpbz) was devised as a two-step synthesis beginning with bis(3,5-dimethylphenyl)chlorophosphine and 1,2,4,5-tetrafluorobenzene, albeit in low overall yield of 10%. The crystal structure of Me16tpbz reveals slight pushing of the P atoms above and below the central arene ring, suggesting the effect of slight steric pressure, as compared to the fully planar C6P4 core found in 1,2,4,5-tetrakis(diphenylphosphino)benzene (tpbz). Upon exposure to air, solution samples of Me16tpbz degrade to (3,5-Me2C6H3)2PP(O)(C6H3-3,5-Me2)2, identified by x-ray crystallog., which suggests P-C bond scission is a decomposition pathway. The dinickel compound [(mnt)Ni(Me16tpbz)Ni(mnt)] (mnt(2-) = [(NC)2C2S2]2-) was structurally characterized by x-ray crystallog. and reveals a chair-like conformation defined by a 32.3° angle between the NiP2 planes with respect to the central C6P4 mean plane. Compared to the analogous [(mnt)Ni(tpbz)Ni(mnt)], slightly weaker binding of Me16tpbz to Ni is implied by its modestly longer Ni-P bond lengths. The cyclic voltammogram of [(mnt)Ni(Me16tpbz)Ni(mnt)] in CH2Cl2 shows reversible reductions at ∼-1.01 V and -1.21 V, corresponding to sequential Ni2+ + e- → Ni1+ processes, while in DMF, under conditions where [(mnt)Ni(tpbz)Ni(mnt)] shows multiple, reversible reduction processes, its behavior is irreversible and more complex.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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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 Nickel-Catalyzed Cross-Electrophile Reductive Couplings of Neopentyl Bromides with Aryl Bromides, Author is Biswas, Soumik; Qu, Bo; Desrosiers, Jean-Nicolas; Choi, Younggi; Haddad, Nizar; Yee, Nathan K.; Song, Jinghua J.; Senanayake, Chris H., which mentions a compound: 29046-78-4, SMILESS is COCCOC.Cl[Ni]Cl, Molecular C4H10Cl2NiO2, Application of 29046-78-4.

5-Cyanoimidazole was identified as an inexpensive ligand for nickel-catalyzed cross-electrophile couplings by screening a diverse set of pharmaceutical compound library. A strategic screening approach led to the discovery of this novel ligand, which was successfully applied in the preparation of various alkylated arene products with good to high yields. Furthermore, the properties of this ligand allowed expanding the scope of reductive couplings to challenging substrates, such as sterically hindered neopentyl halides, which are known to generate motifs that are prevalent in biol. active mols.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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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 Synthesis and structural characterization of nickel(II) complexes of 20-membered macrocyclic rings bearing chelating bis(N-heterocyclic carbene) ligands, published in 2019-11-15, which mentions a compound: 29046-78-4, mainly applied to macrocyclic ring imidazolidene heterocyclic carbene nickel preparation crystal structure; crystal mol structure macrocyclic imidazolidene NHC carbene nickel complex; Suzuki coupling macrocyclic imidazolidene carbene nickel catalyzed, Reference of Nickel(II) chloride ethylene glycol dimethyl ether complex.

20-Membered macrocyclic rings (Lbenz and Limid) containing two amine moieties and two N-heterocyclic carbene (NHC) moieties coordinate in a κ2 coordination mode to Ni(II) through the NHC moieties. Complexes 3a and 3b were synthesized by generating free carbenes in situ from bis-benzimidazolium bromide salts and subsequent addition of one equivalent of [Ni(DME)X2] (X = Cl, Br) at 25°. Free carbenes of 20-membered macrocyclic ligands Lbenz and Limid can be generated in situ in THF-d8 and characterized by 1H and 13C NMR spectroscopy. 3B can also be synthesized by treatment of silver(I)-bis(NHC) complex 2a with one equivalent of [NiBr2(DME)] in refluxing methylene chloride for 20 h affording yields of up to 70%. Complexes 3a and 3b were characterized by x-ray diffraction. [NiI2(Lbenz)] 5c was prepared by halogen exchange of 3a or 3b with NaI at 25°. Ni complexes of Limid can be prepared and characterized in situ but cannot be isolated cleanly from the reaction mixtures The cis and trans isomers of [NiCl2(Limid)] (4a and 4b) and the bromide derivative 4c were characterized by x-ray crystallog. by judicious selection of individual, high-quality crystals obtained from crude reaction mixtures

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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HPLC of Formula: 29046-78-4. 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: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Quantifying the Interdependence of Metal-Ligand Covalency and Bond Distance using Ligand K-edge XAS. Author is Lee, Kyounghoon; Blake, Anastasia V.; Donahue, Courtney M.; Spielvogel, Kyle D.; Bellott, Brian J.; Daly, Scott R..

Bond distance is a common structural metric used to assess changes in metal-ligand bonds, but it is not clear how sensitive changes in bond distances are with respect to changes in metal-ligand covalency. Here we report ligand K-edge XAS studies on Ni and Pd complexes containing different phosphorus(III) ligands. Despite the large number of electronic and structural permutations, P K-edge pre-edge peak intensities reveal a remarkable correlation that spectroscopically quantifies the linear interdependence of covalent M-P σ bonding and bond distance. Cl K-edge studies conducted on many of the same Ni and Pd compounds revealed a poor correlation between M-Cl bond distance and covalency, but a strong correlation was established by analyzing Cl K-edge data for Ti complexes with a wider range of Ti-Cl bond distances. Together these results establish a quant. framework to begin making more accurate assessments of metal-ligand covalency using bond distances from readily-available crystallog. data.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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Safety of Nickel(II) chloride ethylene glycol dimethyl ether complex. 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: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Nickel-Catalyzed Synthesis of Dialkyl Ketones from the Coupling of N-Alkyl Pyridinium Salts with Activated Carboxylic Acids. Author is Wang, Jiang; Hoerrner, Megan E.; Watson, Mary P.; Weix, Daniel J..

While ketones are among the most versatile functional groups, their synthesis remains reliant upon reactive and low-abundance starting materials. In contrast, amide formation is the most-used bond-construction method in medicinal chem. because the chem. is reliable and draws upon large and diverse substrate pools. A new method for the synthesis of ketones is presented here that draws from the same substrates used for amide bond synthesis: amines and carboxylic acids. A nickel terpyridine catalyst couples N-alkyl pyridinium salts with in situ formed carboxylic acid fluorides or 2-pyridyl esters under reducing conditions (Mn metal). The reaction has a broad scope, as demonstrated by the synthesis of 35 different ketones bearing a wide variety of functional groups with an average yield of 60±16%. This approach is capable of coupling diverse substrates, including pharmaceutical intermediates, to rapidly form complex ketones.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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Electric Literature of C4H10Cl2NiO2. 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: Nickel(II) chloride ethylene glycol dimethyl ether complex, is researched, Molecular C4H10Cl2NiO2, CAS is 29046-78-4, about Enantioselective Three-Component Fluoroalkylarylation of Unactivated Olefins through Nickel-Catalyzed Cross-Electrophile Coupling. Author is Tu, Hai-Yong; Wang, Fang; Huo, Liping; Li, Yuanbo; Zhu, Shengqing; Zhao, Xian; Li, Huan; Qing, Feng-Ling; Chu, Lingling.

A nickel-catalyzed, enantioselective, three-component fluoroalkylarylation of unactivated alkenes with aryl halides and perfluoroalkyl iodides has been described. This cross-electrophile coupling protocol utilizes a chiral nickel/BiOx system as well as a pendant chelating group to facilitate the challenging three-component, asym. difunctionalization of unactivated alkenes, providing direct access to valuable chiral β-fluoroalkyl arylalkanes with high efficiency and excellent enantioselectivity. The mild conditions allow for a broad substrate scope as well as good functional group toleration. Thus, e.g., allylic ester I + 5-bromo-2-(trifluoromethyl)pyrimidine + IC4F9 → II (87%, 94:6 er).

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles