Chiral oxygen ligands

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, Tetrahedron Letters called Highly efficient synthesis of 5,6-disubstituted-5H-pyrrolo[2,3-b]pyrazine-2,3-dicarbonitriles through a one-pot palladium-catalyzed coupling reaction/cyclization in water, Author is Keivanloo, Ali; Bakherad, Mohammad; Nasr-Isfahani, Hossein; Esmaily, Somayeh, which mentions a compound: 56413-95-7, SMILESS is N#CC1=NC(Cl)=C(Cl)N=C1C#N, Molecular C6Cl2N4, HPLC of Formula: 56413-95-7.

A highly efficient one-pot synthesis of 5,6-disubstituted-5H-pyrrolo[2,3-b]pyrazine-2,3-dicarbonitriles is presented. The reaction of 5-(alkyl/arylamino)-6-chloropyrazine-2,3-dicarbonitriles with phenylacetylene, catalyzed by Pd-Cu, in the presence of SDS as the surfactant in water, leads to the desired products in good-to-high yields.

There is still a lot of research devoted to this compound(SMILES：N#CC1=NC(Cl)=C(Cl)N=C1C#N)HPLC of Formula: 56413-95-7, and with the development of science, more effects of this compound(56413-95-7) can be discovered.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Chen, Yan-Qiao; Singh, Sukriti; Wu, Yongwei; Wang, Zhen; Hao, Wei; Verma, Pritha; Qiao, Jennifer X.; Sunoj, Raghavan B.; Yu, Jin-Quan published the article 《Pd-Catalyzed γ-C(sp3)-H Fluorination of Free Amines》. Keywords: palladium catalyzed gamma fluorination free cyclohexyl amine; pyridone ligand transient directing group palladium catalyzed gamma fluorination; free aliphatic amine palladium catalyzed gamma fluorination.They researched the compound: cis-4-Aminocyclohexane carboxylic acid( cas:3685-23-2 ).Name: cis-4-Aminocyclohexane carboxylic acid. 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:3685-23-2) here.

The first example of free amine γ-C(sp3)-H fluorination is realized using 2-hydroxynicotinaldehyde as the transient directing group. A wide range of cyclohexyl and linear aliphatic amines could be fluorinated selectively at the γ-Me and methylene positions. Electron withdrawing 3,5-disubstituted pyridone ligands were identified to facilitate this reaction. Computational studies suggest that the turnover determining step is likely the oxidative addition step for methylene fluorination, while it is likely the C-H activation step for Me fluorination. The explicit participation of Ag results in a lower energetic span for methylene fluorination and a higher energetic span for Me fluorination, which is consistent with the exptl. observation that the addition of silver salt is desirable for methylene but not for Me fluorination. Kinetic studies on Me fluorination suggest that the substrate and PdL are involved in the rate-determining step, indicating that the C-H activation step may be partially rate-determining Importantly, an energetically preferred pathway has identified an interesting pyridone-assisted bimetallic transition state for the oxidative addition step in methylene fluorination, thus uncovering a potential new role of the pyridone ligand.

There is still a lot of research devoted to this compound(SMILES：N[C@H]1CC[C@H](CC1)C(O)=O)Name: cis-4-Aminocyclohexane carboxylic acid, and with the development of science, more effects of this compound(3685-23-2) can be discovered.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《New synthesis of serotonin》. Authors are Noland, Wayland E.; Hovden, Robert A..The article about the compound:3-Methyl-1H-pyrrolecas:616-43-3,SMILESS:CC1=CNC=C1).HPLC of Formula: 616-43-3. Through the article, more information about this compound (cas:616-43-3) is conveyed.

Dropwise addition of a molar excess of nitroethylene to molten 5-benzyloxyindole at steam bath temperature 1.83 hrs. gave 3-(2-nitroethyl)-5-benzyloxyindole (I), m. 93.5-5.0° (CH2Cl2-ligroine), in 45% yield. Use of excess nitroethylene is desirable since unreacted 5-benzyloxyindole (36%) and 64% I form a eutectic mixture, m. 81-1.5°. Similar reactions of 5-benzyloxyindole with equimolar portions of β-nitrostyrene 6 hrs. and β-methyl-β-nitrostyrene for 22 hrs. gave 72 and 37% yields, resp., of 3-(1-phenyl-2-nitroethyl)-5-benzyloxyindole (II), platelets, m. 117-18° (alc.), and 3-(1-phenyl-2-nitropropyl)-5-benzyloxyindole (III), m. 152-2.5° (alc.). Hydrogenation at 2 atm. over PtO2 of I-III gave in high yields the corresponding tryptamines, isolated as the picrates. I gave 84% yield as reddish orange crystals, m. 231.5-2.0° (decomposition). III gave 94% yield, red crystals, m. 176-6.5° (alc.) and III gave 62% yield, red crystals, m. 213-15°. The tryptamine from I was characterized as the hydrochloride, m. 245-7° (decomposition). Hydrogenation of I at 2 atm. over 10% Pd-C resulted in concomitant reduction of the NO2 group and debenzylation to give 69% serotonin (IV) as the creatinine sulfate hydrate, m. 212-14°. This new synthesis of IV from 5-benzyloxyindole appeared to be higher in over-all yield than most reported methods. It was also simpler than previously described methods.

There is still a lot of research devoted to this compound(SMILES：CC1=CNC=C1)HPLC of Formula: 616-43-3, and with the development of science, more effects of this compound(616-43-3) can be discovered.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

SDS of cas: 56413-95-7. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about The synthesis of metal-free octaazaphthalocyanine derivatives containing bulky phenoxy substituents to prevent self-association. Author is Makhseed, Saad; Ibrahim, Fadi; Bezzu, C. Grazia; McKeown, Neil B..

Octaazaphthalocyanines with eight phenoxy groups in the peripheral sites are prepared for the first time using the simple synthetic procedure of heating their pyrazine-2,3-dicarbonitrile precursor in quinoline. This process avoids transetherification, which has hindered previous attempts at preparing metal-free octaazaphthalocyanines. Metal-containing derivatives were also prepared by adding the appropriate metal salt to the reaction mixture Bulky iso-Pr or Ph groups at the 2,6-positions of the phenoxy substituents prevent self-association of the octaazaphthalocyanine cores even in the solid state.

There is still a lot of research devoted to this compound(SMILES：N#CC1=NC(Cl)=C(Cl)N=C1C#N)SDS of cas: 56413-95-7, and with the development of science, more effects of this compound(56413-95-7) can be discovered.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 3-Methyl-1H-pyrrole, is researched, Molecular C5H7N, CAS is 616-43-3, about β-Electrophilic Additions of Pentaammineosmium(II) η2-Pyrrole Complexes, the main research direction is pyrrole osmium electrophilic addition; alkylation pyrrole osmium complex electrophile; acylation pyrrole osmium complex electrophile; cycloaddition dipolar pyrrole osmium complex; Michael addition dipolar pyrrole osmium complex; ring cleavage azanorbornene osmium complex.Computed Properties of C5H7N.

The reactivity of pyrrole complexes [Os(NH3)5(4,5-η2-L)]2+(OTf)2 (L = pyrrole and alkylated pyrroles, e.g., I, R = H, Me) is surveyed with various electrophiles. The pyrrole ligand undergoes alkylation or acylation with a wide variety of electrophiles (e.g., acids, alkyl triflates, anhydrides, aldehydes, ketones, and Michael acceptors) predominately at the β-position. Depending on reaction conditions, the resulting products are either β-substituted 1H-pyrrole or 3H-pyrrolium complexes, the latter of which resist rearomatization due to the electron-donating properties of the metal. In all cases observed, the initial addition of the electrophile occurs on the ring face anti to Os coordination. The Os(II)-4,5-η2-pyrrole complexes are each in dynamic equilibrium with a minor isomer where the metal binds across C(3) and C(4). In this form, the uncoordinated portion of the pyrrole ring resembles an azomethine ylide, which can undergo a 1,3-dipolar cycloaddition reaction with certain electrophiles. The resulting 7-azanorbornene complexes may be ring-opened with Lewis acids to generate α-substituted 2H-pyrrolium complexes. As with the 3H-pyrrolium species, the 2H-pyrrolium complexes are stabilized by metal coordination and thereby resist rearomatization. The selectivity between Michael addition and dipolar cycloaddition depends on the pyrrole, electrophile, solvent, temperature, the presence of Lewis acids, and in some cases, concentration The iminium C of both 2H- and 3H-pyrrolium tautomers is considerably less electrophilic than its organic analogs, but readily undergoes borohydride reduction to form complexes of 3- and 2-pyrrolines, resp. When pyrrole complexes are combined with alkyne Michael acceptors, the intermediate enolate can be trapped by the iminium C of the 3H-pyrrolium species in DMSO to form a metalated cyclobutene derivative, e.g., II (R1 = COMe, R2 = H; R1 = CO2Me). Decomplexation of most pyrrole and 3-pyrroline derivatives can be accomplished in good yield either by heating or by oxidation of the metal (CeIV or DDQ). Complexes of 2-pyrrolines are considerably more difficult to remove from the metal; however, quaternization or acylation of the nitrogen facilitates their decomplexation.

There is still a lot of research devoted to this compound(SMILES：CC1=CNC=C1)Computed Properties of C5H7N, and with the development of science, more effects of this compound(616-43-3) can be discovered.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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, Proceedings of the National Institute of Sciences of India called Shifts in wave number of electronic transitions due to substitution-for furan, pyrrole, and thiophene, Author is Santhamma, V., which mentions a compound: 616-43-3, SMILESS is CC1=CNC=C1, Molecular C5H7N, Name: 3-Methyl-1H-pyrrole.

The transitions, Φ3 → Φ4 and Φ3 → Φ5, were calculated for Me and F substitution on furan, pyrrole, and thiophene. The method used to calculate the shifts is outlined. An effective comparison of the calculated shifts with observed values is not possible due to paucity of exptl. data.

There is still a lot of research devoted to this compound(SMILES：CC1=CNC=C1)Name: 3-Methyl-1H-pyrrole, and with the development of science, more effects of this compound(616-43-3) can be discovered.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Synthetic Route of C5H7N. 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: 3-Methyl-1H-pyrrole, is researched, Molecular C5H7N, CAS is 616-43-3, about Molecular characterization of the organic fraction of suspended matter in the surface waters and bottom nepheloid layer of the Rhone Delta using analytical pyrolysis. Author is Sicre, M. A.; Peulve, S.; Saliot, A.; de Leeuw, J. W.; Baas, M..

Curie Point-pyrolysis-gas chromatog. (CuPy-GC) and Curie Point-pyrolysis-gas chromatog.-mass spectrometry (CuPy-GC-MS) were applied to characterize the macromol. content of the suspended particles in the surface waters and benthic nepheloid layer of the Rhone Delta. The chromatogram of the pyrolyzate of the Rhone River particles revealed a low pyrolysis yield from the riverine material in which polysaccharides and lipid-derived substances prevailed. The absence of levoglucosan and other pyrolysis products related to cellulose suggested that no intact polysaccharides were present. Lignin-derived products were virtually absent. In the salinity gradient, a wide variety of products, including saturated and monounsaturated acids, phytadienes, n-alkylnitriles and pyrolysis products from proteins were determined, indicating a major contribution from freshly produced autochthonous material. A suite of dipeptides of bacterial origin was also identified. Lignin-derived products from terrigenous sources were minor. Further offshore qual. differences, with respect to the previous samples were apparent. Polysaccharides were less pronounced, possibly due to the dilution of the suspended load of the waters, and/or the microbial consumption of these readily degradable compounds In contrast, the relative abundances of autochthonously derived compounds increased as a result of nutrient inputs from the Rhone River which fertilize coastal waters. The occurrence of 1,1,3,3,5,5, hexamethylcyclotrioxane as well s styrene provided indications of anthropogenic inputs to the site. The macromol. constituents of suspended solids in the benthic nepheloid layer strikingly resembled those of the riverine material. Polysaccharides together with phytadienes and C14, C16 and C18 acids accounted for the major pyrolysis products. The persistence of this fingerprint in the benthic layer was observed from the mouth to stations ZD1 and ZA7. Beyond this point, due to the influence of the Liguro-Provencal current flowing westwards, the composition of the pyrolyzates changed towards a marine signature. Flocculation of suspended matter in which polysaccharides would make particles stick together or salt flocculation were proposed as an alternative scenario to explain the formation of the nepheloid layer.

There is still a lot of research devoted to this compound(SMILES：CC1=CNC=C1)Synthetic Route of C5H7N, and with the development of science, more effects of this compound(616-43-3) can be discovered.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Reference of 3-Methyl-1H-pyrrole. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 3-Methyl-1H-pyrrole, is researched, Molecular C5H7N, CAS is 616-43-3, about β-Electrophilic Additions of Pentaammineosmium(II) η2-Pyrrole Complexes. Author is Hodges, L. Mark; Gonzalez, Javier; Koontz, Jason I.; Myers, William H.; Harman, W. Dean.

The reactivity of pyrrole complexes [Os(NH3)5(4,5-η2-L)]2+(OTf)2 (L = pyrrole and alkylated pyrroles, e.g., I, R = H, Me) is surveyed with various electrophiles. The pyrrole ligand undergoes alkylation or acylation with a wide variety of electrophiles (e.g., acids, alkyl triflates, anhydrides, aldehydes, ketones, and Michael acceptors) predominately at the β-position. Depending on reaction conditions, the resulting products are either β-substituted 1H-pyrrole or 3H-pyrrolium complexes, the latter of which resist rearomatization due to the electron-donating properties of the metal. In all cases observed, the initial addition of the electrophile occurs on the ring face anti to Os coordination. The Os(II)-4,5-η2-pyrrole complexes are each in dynamic equilibrium with a minor isomer where the metal binds across C(3) and C(4). In this form, the uncoordinated portion of the pyrrole ring resembles an azomethine ylide, which can undergo a 1,3-dipolar cycloaddition reaction with certain electrophiles. The resulting 7-azanorbornene complexes may be ring-opened with Lewis acids to generate α-substituted 2H-pyrrolium complexes. As with the 3H-pyrrolium species, the 2H-pyrrolium complexes are stabilized by metal coordination and thereby resist rearomatization. The selectivity between Michael addition and dipolar cycloaddition depends on the pyrrole, electrophile, solvent, temperature, the presence of Lewis acids, and in some cases, concentration The iminium C of both 2H- and 3H-pyrrolium tautomers is considerably less electrophilic than its organic analogs, but readily undergoes borohydride reduction to form complexes of 3- and 2-pyrrolines, resp. When pyrrole complexes are combined with alkyne Michael acceptors, the intermediate enolate can be trapped by the iminium C of the 3H-pyrrolium species in DMSO to form a metalated cyclobutene derivative, e.g., II (R1 = COMe, R2 = H; R1 = CO2Me). Decomplexation of most pyrrole and 3-pyrroline derivatives can be accomplished in good yield either by heating or by oxidation of the metal (CeIV or DDQ). Complexes of 2-pyrrolines are considerably more difficult to remove from the metal; however, quaternization or acylation of the nitrogen facilitates their decomplexation.

There is still a lot of research devoted to this compound(SMILES：CC1=CNC=C1)Reference of 3-Methyl-1H-pyrrole, and with the development of science, more effects of this compound(616-43-3) can be discovered.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

COA of Formula: C6Cl2N4. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Multivalent Allyl-Substituted Macrocycles as Nonaggregating Building Blocks. Author is Husain, Ali; Ganesan, Asaithampi; Ghazal, Basma; Makhseed, Saad.

Based on the concept of dual-directionality, the synthesis of two novel zinc(II)-containing phthalocyanine (Pc-ene1) and azaphthalocyanine (AzaPc-ene1) macrocycles bearing dual directional (up/down) allyl moieties on their rims is reported. Their structural identification, i.e., NMR, FT-IR, UV-vis, MALDI-TOF spectral data, single crystal x-ray diffraction, and CHN elemental analyses, along with their nonaggregating behaviors in solvated media and crystalline forms has been confirmed.

If you want to learn more about this compound(5,6-Dichloropyrazine-2,3-dicarbonitrile)COA of Formula: C6Cl2N4, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(56413-95-7).

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 616-43-3, is researched, SMILESS is CC1=CNC=C1, Molecular C5H7NJournal, Chemistry of Materials called Steric and Electronic Effects in Methyl-Substituted 2,2′-Bipyrroles and Poly(2,2′-Bipyrrole)s: Part II. Theoretical Investigation on Monomers, Author is Gatti, Carlo; Frigerio, Giovanni; Benincori, Tiziana; Brenna, Elisabetta; Sannicolo, Franco; Zotti, Gianni; Zecchin, Sandro; Schiavon, Gilberto, the main research direction is pyrrole bipyrrole substituted steric electronic effect.Category: chiral-oxygen-ligands.

The effects of N- and Cβ-Me substitution in pyrrole and 2,2′-bipyrrole were investigated through ab initio calculations and Atoms in Mols. anal. of the resulting wave functions. Replacement of a hydrogen atom with a Me group in pyrroles lowers the ionization potential, with substitution at C3 being more efficient than N-substitution because of the larger release of π population to the ring in the former case. Full geometry optimization at RHF/6-31G** level and as a function of the torsion angle τ between two adjacent rings demonstrates that the increasing loss of planarity in the 2,2′-bipyrrole, N,N’-dimethyl-2,2′-bipyrrole, and 3,3′-dimethyl-2,2′-bipyrrole series, adversely affects the pos. contributions expected from Me substitution. An intramol. interaction energy model shows that the greater anti-planarization energy of N,N’-dimethyl-2,2′-bipyrrole, as compared to 3,3′-dimethyl-2,2′-bipyrrole, is due to the larger decrease in the stabilizing electrostatic term and to the larger increase in the destabilizing nonbonding contribution which occurs at τ = 0° in the former. Calculations on the corresponding monocations and anal. of new conductivity measures on substituted poly(2,2′-bipyrrole)s suggest that the ease in achieving local chain planarity in doped polypyrroles should be more closely correlated to the anti-planarization energies of the charged monomers rather than to anti-planarization energies of the neutral monomers.

If you want to learn more about this compound(3-Methyl-1H-pyrrole)Category: chiral-oxygen-ligands, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(616-43-3).

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate