Chiral oxygen ligands

Zhao, Yu; Zhang, Chenhao; Chin, Kek Foo; Pytela, Oldrich; Wei, Guo; Liu, Hongjun; Bures, Filip; Jiang, Zhiyong published the article 《Dicyanopyrazine-derived push-pull chromophores for highly efficient photoredox catalysis》. Keywords: dicyanopyrazine photoredox catalyst optical gap absorption density functional theory.They researched the compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile( cas:56413-95-7 ).Synthetic Route of C6Cl2N4. 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:56413-95-7) here.

Here, we report dicyanopyrazine (DPZ)-derived push-pull chromophores, easily prepared and tunable organic compounds, as new kinds of photoredox catalysts. In particular, the DPZ derivative H, containing 2-methoxythienyl as electron-donating moiety, exhibits a broad absorption of visible light with an absorption edge up to 500 nm and excellent redox properties, and has been demonstrated as a desirably active and efficient photoredox catalyst in four challenging kinds of photoredox reactions. The amount of catalyst in most reactions is less than 0.1 mol% and even 0.01 mol%, representing the lowest catalyst loading in the current photoredox organocatalysis.

This literature about this compound(56413-95-7)Synthetic Route of C6Cl2N4has given us a lot of inspiration, and I hope that the research on this compound(5,6-Dichloropyrazine-2,3-dicarbonitrile) can be further advanced. Maybe we can get more compounds in a similar way.

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

Recommanded Product: cis-4-Aminocyclohexane carboxylic acid. 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: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Synthesis and biological study of bis(2-chloroethyl) sulfides containing carboxylic groups. 3. Cyclohexylamides of 3(or 4)-chloro-4(or 3)-[(2-chloroethyl)thio]butanoic acids. Author is Rasteikiene, L.; Vektariene, A.; Pociute, N.; Mikulskiene, G.; Valaviciene, J..

Cyclohexylamides Cl(CH2)2SCH(CH2Cl)CH2CONHC6H10R and Cl(CH2)2SCH2CHClCH2CONHC6H10R-4 (C6H10 = cyclohexane moiety, R = H, cis- or trans-CO2H, or -CH2CO2H, cis-β-substituted-DL-Ac-β-Ala-OH) were prepared by addition reaction of butenamides with Cl(CH2)2SCl. The biol. assay shows that the products are less toxic than analogous acids or phenylamides, whereas their antitumor effect remains high.

This literature about this compound(3685-23-2)Recommanded Product: cis-4-Aminocyclohexane carboxylic acidhas given us a lot of inspiration, and I hope that the research on this compound(cis-4-Aminocyclohexane carboxylic acid) can be further advanced. Maybe we can get more compounds in a similar way.

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

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 Deprotonation of Methyl-Substituted, Five-Membered Aromatic Molecules: A Surprising Case of Mixed Conjugation, Rehybridization, and Induction Contributions, published in 2014-09-05, which mentions a compound: 616-43-3, mainly applied to methyl substituent aromatic deprotonation conjugation rehybridization induction DFT MP2, Name: 3-Methyl-1H-pyrrole.

Methyl-substituted, six-membered aromatic mols. are deprotonated to benzylic carbanions, which are stabilized by π conjugation. In contrast, deprotonation of 3(5)-methylpyrazole (NH protected) occurs at an endocylic CH group. Computational analyses showed that the reduction of π conjugation in substituted five-membered rings plays a major role, while the reduced bond angles, in addition to the strengthened induction of Csp2 vs. Csp3, further favor the deprotonation of endocyclic carbon sites rather than that of the Me group.

This literature about this compound(616-43-3)Name: 3-Methyl-1H-pyrrolehas given us a lot of inspiration, and I hope that the research on this compound(3-Methyl-1H-pyrrole) can be further advanced. Maybe we can get more compounds in a similar way.

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 《Linear and cyclic peptides derived from p-aminobenzoic acid》. Authors are Langenbeck, Wolfgang; Weisbrod, Dieter.The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).Recommanded Product: cis-4-Aminocyclohexane carboxylic acid. Through the article, more information about this compound (cas:3685-23-2) is conveyed.

cf. CA 62, 13226b. The linear peptides N-carbobenzoxyglycyl-p-aminobenzoylglycyl-p-aminobenzoic acid (I), N-carbobenzoxy-ε-aminocaproyl-p-aminobenzoyl-ε-aminocaproic acid ethyl ester (II), and ε-aminocaproyl-p-aminobenzoyl-ε-aminocaproic acid (III) were obtained, using activated esters (method a) or the carbodiimide procedure (method b). The preparation of the cyclic peptides cyclo(ε-aminocapropyl-p-aminobenzoyl-ε-aminocaproyl-p-aminobenzoyl) (IV) and cyclo(11-aminoundecanoyl-p-aminobenzoyl) (V) was performed by cyclization of the corresponding linear peptides in diethyl phosphite with tetraethyl pyrophosphite as condensing agent. The formation of IV resulted probably from dimerization of the starting material. Because of the very small solubility of IV in all common solvents, it was impossible to determine the mol. weight p-Aminobenzoyl-ε-aminocaproic acid-HBr was prepared by hydrolysis of the N-carbobenzoxy compound To 4.1 g. N-carbobenzoxyglycyl-p-aminobenzoylglycine p-nitrophenyl ester in a mixture of 30 ml. tetrahydrofuran and 20 ml. Me2NCHO, a solution of 1.2 g. p-aminobenzoic acid and 0.35 g. NaOH in 10 ml. H2O was added. The mixture was refluxed 4 hrs. to yield 7.4% I, m. 297° (decomposition). For preparation of I using the mixed anhydride method, 3.3 g. N-carbobenzoxyglycyl-p-aminobenzoic acid, in 50 ml. tetrahydrofuran and 1.4 ml. Me3N, was treated with 1.31 ml. chlorocarbonic acid iso-Bu ester at -10°. To the reaction mixture, 2.75 g. glycyl-p-aminobenzoic acid-HBr in 20 ml. N NaOH was added and the mixture stirred 3 hrs. at 20° and 1 hr. at 40° to give 40% I. (Method a): To 3.8 g. carbobenzoxy-ε-aminocaproyl-p-aminobenzoic acid (VI) in 0.81 ml. pyridine and 50 ml. tetrahydrofuran, 1.35 ml. chlorocarbonic acid iso-Bu ester in 10 ml. tetrahydrofuran was added dropwise at -10° during 10 min., and stirring continued for 50 min. in the cold. ε-Aminocaproic acid ethyl ester-HCl (2 g.) in 10 ml. tetrahydrofuran and 0.81 ml. pyridine were added and the mixture was stirred 4 hrs. at 20° to give 28.8% II, m. 134°. (Method b) VI (3.8 g.) was dissolved in 50 ml. tetrahydrofuran, 2 g. ε-aminocaproic acid ethyl ester-HCl in 0.81 ml. pyridine and 2.1 g. dicyclohexylcarbodiimide in 5 ml. tetrahydrofuran added, and the mixture kept 24 hrs. at 20° to give 66.7% II. II (5.3 g.) was treated for 30 min. at 20° with 10 ml. HBr-HOAc to give 80.5% ε-aminocapropyl-p-aminobenzoyl-ε-aminocaproic acid ethyl ester-HBr (VII), m. 177-9°. VII (2.4 g.) was refluxed for 2 hrs. with 75 ml. Ba(OH)2 solution to give 7.2% III, m. 233° (decomposition). For cyclization, 1.324 g. ε-aminocaproyl-p-aminobenzoic acid-HBr (VIII) was dissolved in 1 l. diethyl phosphite, then 0.4 ml. pyridine and 4.85 ml. tetraethyl pyrophosphite added. The reaction mixture was stirred for 4 hrs. at 140° under N. Diethyl phosphite was distilled in vacuo, and the residue heated for 1 hr. with 100 ml. H2O and 1 l. MeOH. A white precipitate of linear oligopeptides with high mol. weight was filtered off, and 900 ml. H2O added to the filtrate, whereby further linear oligomers were precipitated, and removed by filtration. The filtrate was passed through an ion exchanger (Wofatit KPS 200, anionic, Wofatit L 150, cationic) and concentrated to 50 ml. in vacuo to give 22.6% IV, m. ∼380° (decomposition). Cyclization of VIII in the presence of tetraethyl pyrophosphite and 1.4 g. imidazole gave 23.2% IV. 11-Aminoundecanoyl-p-aminobenzoic acid-HBr (IX) [prepared in 94% yield from N-carbobenzoxy-11-aminoundecanoyl-p-aminobenzoic acid by hydrolysis with HBr-AcOH, m. 236-8° (decomposition)] (1.604 g.) in l. diethyl phosphite in the cold was treated with 0.4 ml. pyridine and 4.85 ml. tetraethyl pyrophosphite to give 23.6% V, m. 218-20°. Cyclization of IX with equivalent amounts of tetraethyl pyrophosphite and imidazole gave 21.7% IV. N-Carbobenzoxy-p-aminobenzoyl-ε-aminocaproic acid (3.8 g.) was hydrolyzed for 30 min. at 20° with 15 ml. HBr-AcOH to give 57.4% p-aminobenzoyl-ε-aminocaproic acid-HBr, m. 160°. N-Carbobenzoxy-11-aminoundecanoyl-p-aminobenzoic acid was hydrolyzed with HBr-AcOH to give 64.6% raw 11-aminoundecanoyl-p-aminobenzoic acid, m. 204-7°. p-Aminobenzoic acid was dissolved in AcOH and hydrogenated with PtO2 at 20° and atm. pressure. After 1/3 of the theoretical amount of H was absorbed, addnl. PtO2 was added. This procedure was repeated several times. When 80% of the theoretical amount of H was absorbed, the hydrogenation was stopped, and the reaction mixture worked up to give 20.9% cis-hexahydro-p-aminobenzoic acid.

This literature about this compound(3685-23-2)Recommanded Product: cis-4-Aminocyclohexane carboxylic acidhas given us a lot of inspiration, and I hope that the research on this compound(cis-4-Aminocyclohexane carboxylic acid) can be further advanced. Maybe we can get more compounds in a similar way.

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

Mitsuhashi, Keiryo; Yanagida, Takeshi; Murakami, Akira; Oda, Kunihiko; Shiraishi, Shinsaku published an article about the compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile( cas:56413-95-7,SMILESS:N#CC1=NC(Cl)=C(Cl)N=C1C#N ).Product Details of 56413-95-7. 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:56413-95-7) through the article.

Cyclization of diaminomaleonitrile (I) with (COCl)2 in dioxane gave 70% II. Chlorination of II by POCl3 gave 50% III. Amination off III by NH3 in DMF gave 90% IV. Cyclization of IV with (COCl)2 and chlorination by POCl3 gave 50% V. Cyclization of I with III gave 90% 2,3,6,7-tetracyano-1,4-dihydro-1,4,5,8-tetraazanaphthalene (VI). Oxidation of VI by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone gave VII.

This literature about this compound(56413-95-7)Product Details of 56413-95-7has given us a lot of inspiration, and I hope that the research on this compound(5,6-Dichloropyrazine-2,3-dicarbonitrile) can be further advanced. Maybe we can get more compounds in a similar way.

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

Safety of 5,6-Dichloropyrazine-2,3-dicarbonitrile. 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: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about New highly soluble phenoxy-substituted phthalocyanine and azaphthalocyanine derivatives: Synthesis, photochemical and photophysical studies and atypical aggregation behavior. Author is Makhseed, Saad; Tuhl, Ahmad; Samuel, Jacob; Zimcik, Petr; Al-Awadi, Nouria; Novakova, Veronika.

Zn phthalocyanines and corresponding aza-analog azaphthalocyanines substituted with peripheral 2,6-diisopropylphenoxy substituents containing different functional groups (Br, OCH3, and OH) were synthesized and their photophys. properties were studied. UV-visible and 1H NMR analyses confirmed the nonaggregation behavior of the prepared complexes in most organic solvents. All studied compounds showed good photophys. and photochem. properties in THF and DMF with ΦF values at 0.22-0.44 and ΦΔ values ranging between 0.42 and 0.57. Hydroxylated compounds showed good solubility in polar solvents including EtOH, MeOH, acetone and even in aqueous EtOH mixtures Absorption spectra in aqueous EtOH indicated presence of only monomers even at very low EtOH content in H2O (0.5% of EtOH in H2O). Despite this, no fluorescence occurred from ∼50% of EtOH in H2O suggesting presence of aggregates that do not differ from monomers in a shape of absorption spectra.

This literature about this compound(56413-95-7)Safety of 5,6-Dichloropyrazine-2,3-dicarbonitrilehas given us a lot of inspiration, and I hope that the research on this compound(5,6-Dichloropyrazine-2,3-dicarbonitrile) can be further advanced. Maybe we can get more compounds in a similar way.

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

Kopecky, Kamil; Novakova, Veronika; Miletin, Miroslav; Kucera, Radim; Zimcik, Petr published an article about the compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile( cas:56413-95-7,SMILESS:N#CC1=NC(Cl)=C(Cl)N=C1C#N ).Category: chiral-oxygen-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:56413-95-7) through the article.

A new unsym. zinc azaphthalocyanine (AzaPc) was synthesized using statistical condensation of two precursors. Postsynthetic modifications led to incorporation of the azide group that efficiently underwent Cu(I)-catalyzed azide/alkyne 1,3-dipolar cycloaddition with terminal alkyne on a solid phase. The modified solid phase was then used for synthesis of oligodeoxyribonucleotides labeled with AzaPc. DNA hybridization assays confirmed high quenching efficiency (QE>96%) of zinc AzaPc quencher with six different fluorophores ranging in emission maxima from 517 nm to 701 nm (FAM, HEX, Cy3, Cy3.5, Cy5, and Cy5.5).

This literature about this compound(56413-95-7)Category: chiral-oxygen-ligandshas given us a lot of inspiration, and I hope that the research on this compound(5,6-Dichloropyrazine-2,3-dicarbonitrile) can be further advanced. Maybe we can get more compounds in a similar way.

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

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 3685-23-2, is researched, Molecular C7H13NO2, about Hydrogenation of ammonium p-aminobenzoate on ruthenium and rhodium catalysts, the main research direction is catalytic hydrogenation ammonium aminobenzoate; benzoate amino ammonium hydrogenation; ruthenium catalysis aminobenzoate hydrogenation; rhodium catalysis aminobenzoate hydrogenation.Product Details of 3685-23-2.

The rate of hydrogenation of aqueous p-H2NC6H4CO2- NH4+ in the presence of 10% Rh/C exceeded that in the presence of 10% Ru/C or 9.5% Ru-0.5% Pd/C, and increased linearly with the pressure at 40-100 atm; the apparent activitation energy at 80-150° was 9-10 kcal/mole. The combined yield of cis- (I) and trans-4-amino-1-cyclohexanecarboxylic acid (II) was 92-3% at 80° and 80 atm, but decreased with increasing temperature owing to thermal decomposition; the II-I ratio was independent of pressure, but increased with the hydrogenation temperature, owing to cis-trans isomerization.

This literature about this compound(3685-23-2)Product Details of 3685-23-2has given us a lot of inspiration, and I hope that the research on this compound(cis-4-Aminocyclohexane carboxylic acid) can be further advanced. Maybe we can get more compounds in a similar way.

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 cis-4-Aminocyclohexane carboxylic acid. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Triazine-Cored Lanthanide-Based Metal-Organic Frameworks Featuring Unique Water Chains and Strong Characteristic Emissions. Author is Han, Shu-Guo; Zhang, Yu-Xiao; Cheng, Jin-Tian; Wu, Xin-Tao; Zhu, Qi-Long.

A new triazine-cored tricarboxylic acid, N,N’,N”-1,3,5-triazine-2,4,6-triyltris(cis-4-aminocyclohexane-carboxylicacid)(H3L), was prepared by replacing the chlorine atoms of cyanuric chloride with cis-4-aminocyclohexane-carboxylic acid, which was used for the construction of a series of triazine-cored lanthanide-based metal-organic frameworks (MOFs). All these MOFs were structurally authenticated, revealing that they are isostructural and exist as two-dimensional (2D) coordination networks with the general formula [Ln(L)(H2O)2]·5.5 H2O (Ln = 1·Gd, 2·Tb, 3·Eu). A unique one-dimensional water chain, composed of primary tetrameric cyclic rings and dodecameric cyclic rings, was found entrapped in the lattice. Moreover, all these compounds display bright characteristic photoluminescence. Particularly, for 1, apart from the strong blue emission peak (Φf = 20.6 %) corresponding to the intraligand transition under near-UV excitation, the characteristic emissions of Gd3+ cation (Φf = 5.0 %) were unexpectedly observed upon excitation at 273 nm.

This literature about this compound(3685-23-2)Reference of cis-4-Aminocyclohexane carboxylic acidhas given us a lot of inspiration, and I hope that the research on this compound(cis-4-Aminocyclohexane carboxylic acid) can be further advanced. Maybe we can get more compounds in a similar way.

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

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 Conjugated Macrocycles Related to the Porphyrins. 25.Proton NMR Spectroscopic Evidence for a Preferred [18]Annulene Substructure in Carbaporphyrins from the Magnitude of Selected 4JH,H CH:C-CH3 Coupling Constants, published in 2003-03-07, which mentions a compound: 616-43-3, mainly applied to benzocarbaporphyrin preparation NMR, Recommanded Product: 3-Methyl-1H-pyrrole.

Two new benzocarbaporphyrins with four or five alkyl substituents have been synthesized by the “”3 + 1″” MacDonald methodol. At lower temperatures, the proton NMR spectrum of the asym. substituted carbaporphyrin I gave two NH resonances, while carbaporphyrin II, which retains a plane of symmetry, gave only one resonance of this kind. As no addnl. peaks were seen for the remaining protons, these data strongly support the proposal that a single tautomer predominates in solution where the two NH protons flank the interior CH. Carbaporphyrin I, which has a CH:CMe unit on the pyrrolic ring opposite the indene moiety, gave a long-range coupling constant of 4JMe,H = 1.3-1.4 Hz. On the other hand, the CH:CMe units of II, which correspond to the pyrrole rings on each side of the carbocyclic moiety, gave 4JMe,H = 0.9-1.0 Hz. These values are in accord with those expected if the exterior carbon-carbon bonds of the pyrrole units next to the indene ring are part of a fully delocalized 18π electron system, while the C:C bond of the remaining pyrrole ring retains substantial olefinic character.

This literature about this compound(616-43-3)Recommanded Product: 3-Methyl-1H-pyrrolehas given us a lot of inspiration, and I hope that the research on this compound(3-Methyl-1H-pyrrole) can be further advanced. Maybe we can get more compounds in a similar way.

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