Tag: M.W=100-200

Category: chiral-oxygen-ligands. 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 Antioxidant-substituted tetrapyrazinoporphyrazine as a fluorescent sensor for basic anions. Author is Hill, Jonathan P.; Subbaiyan, Navaneetha K.; D’Souza, Francis; Xie, Yongshu; Sahu, Satyajit; Sanchez-Ballester, Noelia M.; Richards, Gary J.; Mori, Toshiyuki; Ariga, Katsuhiko.

Tetrapyrazinoporphyrazine substituted at its periphery with eight antioxidant 3,5-di-t-butyl-4-hydroxyphenyl groups behaves as a turn-on fluorescent sensor for fluoride anions. Conversely, the precursor antioxidant-substituted 1,2-phthalonitrile was found to act in turn-off mode suggesting that the origin of the phenomenon lies at the phenolate-substituted 1,4-pyrazinyl moiety.

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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

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: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about 5,6-Dicyano-2,3-dithiopyrazine (dcdmp) chemistry: synthesis and crystal structure of Au(III)(dcdmp)2 complexes and 2,3,7,8-tetracyano-1,4,6,9-tetraazathianthrene.Quality Control of 5,6-Dichloropyrazine-2,3-dicarbonitrile.

As an effort to explore new complexes of the 2,3-dicyano-5,6-dimercaptopyrazine (dcdmp) ligand with different transition metals, different salts containing both the Au(dcdmp)2 – complex and the new species 2,3,7,8-tetracyano-1,4,6,9-tetraazathianthrene (tctata), were obtained and characterized. Bu4N[Au(dcdmp)2] crystallizes in monoclinic space group C2/c, Z = 8 with a 35.147(4), b 9.527(1), c 21.792(2) Å and β 109.626(8)°. Its crystal structure consist of almost regular columns of [Au(dcdmp)2]-, stacked along b, surrounded by Bu4N+ cations. Bu4N[AuBr2(tctata)] crystallizes in triclinic space group P1̅, Z = 2, with a 10.986(1), b 13.230(2), c 13.791(1) Å, α 79.150(9), β 69.663(6), γ 70.254(9)°. The crystal packing is made by zigzag chains of tctata separated by layers of cations, with AuBr2 anions located in alternated cavities between the tctata chains and the cation layers. At last, Bu4N[Au(dcdmp)2].(tctata) crystallizes in monoclinic space group P21/n, Z = 4, with a 10.693(2), b 40.308(7), c 10.870(1) Å, β 92.16(1)°. Its crystal structure can be seen has a mix of those of the two preceding compounds It consists of bidimensional layers composed of out of registry parallel zigzag chains of alternating tctata and [Au(dcdmp)2]- units. The adjacent layers are separated by layers of [Bu4N]+. In the last two compounds the tctata appears as a planar mol.

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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

Computed Properties of C6Cl2N4. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Structure-Property Relationships and Nonlinear Optical Effects in Donor-Substituted Dicyanopyrazine-Derived Push-Pull Chromophores with Enlarged and Varied π-Linkers. Author is Bures, Filip; Cermakova, Hana; Kulhanek, Jiri; Ludwig, Miroslav; Kuznik, Wojciech; Kityk, Iwan V.; Mikysek, Tomas; Ruzicka, Ales.

Thirteen new, stable, push-pull systems featuring dimethylamino and pyrazine-2,3-dicarbonitrile moieties as the donor and acceptor, resp., and systematically extended and varied π-linkers were prepared and studied. Evaluation of the measured UV/Vis spectra, electrochem. data (cyclic voltammetry, rotating disk voltammetry, and polarog.), x-ray data, and exptl. determined and calculated hyperpolarizability values enabled structure-property studies; these revealed some important structural features that affected the efficiency of intramol. charge-transfer and nonlinear optical properties in this class of heterocyclic push-pull chromophores. The charge-transfer transition was most significantly affected by structural features such as π-linker length, chromophore planarity, and the number of 1,4-phenylene/ethynylene subunits in the π-linker.

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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, Article, Dalton Transactions called One-dimensional single-helix coordination polymer self-assembled by a crown-ether appended-N-heteroacene radical anion, Author is Isoda, Kyosuke; Takahashi, Hinako; Mutoh, Yuichiro; Hoshino, Norihisa; Akutagawa, Tomoyuki, which mentions a compound: 56413-95-7, SMILESS is N#CC1=NC(Cl)=C(Cl)N=C1C#N, Molecular C6Cl2N4, Formula: C6Cl2N4.

A crown-ether appended N-heteroacene 1 was reduced in the presence of NaBPh4 to the radical anion 2 by accepting one electron transferred from both the cathode and BPh4- as a reductant. The obtained radical anion 2 can function as a radical anion ligand to bridge two sodium ions to self-assemble into one-dimensional helical coordination polymers.

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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

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.Hamdoush, Mahmoud; Ivanova, Svetlana S.; Koifman, Oskar I.; Kos’kina, Marina; Pakhomov, Georgy L.; Stuzhin, Pavel A. researched the compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile( cas:56413-95-7 ).Related Products of 56413-95-7.They published the article 《Synthesis, spectral and electrochemical study of perchlorinated tetrapyrazinoporphyrazine and its AlIII, GaIII and InIII complexes》 about this compound( cas:56413-95-7 ) in Inorganica Chimica Acta. Keywords: preparation aluminum gallium indium perchlorinated tetrapyrazinoporphyrazine complex; cyclic voltammetry aluminum gallium indium perchlorinated tetrapyrazinoporphyrazine complex. We’ll tell you more about this compound (cas:56413-95-7).

Complexes of octachloro substituted tetrapyrazinoporphyrazine with AlIII, GaIII and InIII (2a-c, (I: 2, 4, and 5)) were synthesized by direct melting of 5,6-dichloro-2,3-dicarbonitrile (1) with corresponding metal salt (AlIII chloride, GaIII and InIII hydroxydiacetates). Metal free macrocycle (II: 3) was prepared by catalytic demetalation of the InIII complex 2c (5) in the presence of chloride ions. Introduction of eight chlorine atoms to the peripheral positions of the TPyzPA macrocycle leads to a bathochromic shift of the Q band by 10-15 nm indicating narrowing of the HOMO-LUMO gap by 210-260 cm-1. The presence of eight electroneg. chlorine atoms facilitates the reduction of the TPyzPA macrocycle leading to the considerable pos. shift of the 1st reduction potentials for the metal complexes 2a-c (2, 4, and 5)(E1/2 approx. -0.16 V vs. Ag/AgCl in DMSO) and for the metal free macrocycle 3 (E1/2 = -0.04 V vs. Ag/AgCl in DMSO).

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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 2-Sulfanylidene-1,3-dithiolo[4,5-b]pyrazine-5,6-dicarbonitrile. Author is Tomura, Masaaki.

In the title compound, C7N4S3, the mol. entity consisting of a 1,3-dithiole-2-thione with a fused pyrazine ring is planar, with an r.m.s. deviation of 0.042 (3) Å from the least-squares plane. In the crystal, mols. are linked via short intermol. S···N contacts [3.251 (4) and 3.308 (3) Å] between the S atom of the thiocarbonyl group and N atoms of the cyano groups.

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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 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: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Structure-Property Relationships and Nonlinear Optical Effects in Donor-Substituted Dicyanopyrazine-Derived Push-Pull Chromophores with Enlarged and Varied π-Linkers. Author is Bures, Filip; Cermakova, Hana; Kulhanek, Jiri; Ludwig, Miroslav; Kuznik, Wojciech; Kityk, Iwan V.; Mikysek, Tomas; Ruzicka, Ales.

Thirteen new, stable, push-pull systems featuring dimethylamino and pyrazine-2,3-dicarbonitrile moieties as the donor and acceptor, resp., and systematically extended and varied π-linkers were prepared and studied. Evaluation of the measured UV/Vis spectra, electrochem. data (cyclic voltammetry, rotating disk voltammetry, and polarog.), x-ray data, and exptl. determined and calculated hyperpolarizability values enabled structure-property studies; these revealed some important structural features that affected the efficiency of intramol. charge-transfer and nonlinear optical properties in this class of heterocyclic push-pull chromophores. The charge-transfer transition was most significantly affected by structural features such as π-linker length, chromophore planarity, and the number of 1,4-phenylene/ethynylene subunits in the π-linker.

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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 《Activation of the amide group by acylation. V. Inclusion of amino acid residues into linear and cyclic peptides》. Authors are Antonov, V. K.; Agadzhanyan, Ts. E.; Telesnina, T. R.; Shemyakin, M. M..The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).Formula: C7H13NO2. Through the article, more information about this compound (cas:3685-23-2) is conveyed.

cf. CA 63, 16255f. Dipeptides and lactams acylated at the amide-N by amino acid residues were shown to isomerize to give corresponding linear or cyclic peptides through intermediate azocyclols, which can also undergo dehydration to form acylamidines. The transannular interaction of amide groups in 9-10-membered cyclopeptides can also result in similar acylamidines; such a process takes place during mass spectrometry of cyclopeptides. N-Phthaloylglycylglycine Et ester and azidoacetyl chloride refluxed in MePh 10 hrs. gave after filtration and evaporation 46% N-azidoacetyl-N’-phthaloylglycylglycine Et ester, m. 115-16°. Similarly were prepared 36% N-azidoacetyl-N’-phthaloylglycyl-L-leucine Et ester, m. 118-19°. The former treated with 28% HBr in AcOH overnight in the cold, diluted with Et2O, and the resulting precipitate (I) treated with Et3N in tetrahydrofuran gave 70% N-phthaloylglycylglycylglycine Et ester, m. 228-9°. Similarly was prepared N-phthaloylglycylglycyl-L-leucine Et ester, m. 155-6°. I and H2O in 5 min. gave 73% 2-phthaloylaminomethyl-3-carbethoxymethyl-Δ1-imidazolin-4-one, m. 153-4°. Similarly was obtained 63% 2-phthaloylaminomethyl-3-(1-carbethoxy-3-methylbutyl)-Δ1-imidazolin-4-one, m. 117-18°. Carbobenzoxy-β-alanyl chloride and butyrolactam in Et2O were treated at 5° with Et3N to yield in 1 day at 20° 58% N-carbobenzoxy-β-alanylbutyrolactam (II), m. 94-5°. Similar reaction with valerolactam gave N-carbobenzoxy-β-alanylvalerolactam, m. 60-1°. Similarly was prepared 50% N-carbobenzoxy-β-alanylcaprolactam, m. 60-1°. II hydrogenated over Pd in Et2O gave 38% cyclo(β-alanyl-γ-aminobutyryl) (III), m. 173°, also formed from II by treatment with 27% HBr in AcOH 45 min.; HBr salt m. 119-20°. Similarly was obtained cyclo(β-alanyl-δ-aminovaleryl) (IV), m. 187°, and 61% cyclo(β-alanyl-ε-aminocaproyl) (V), m. 259°. III heated in xylene 1 hr. under azeotropic conditions of H2O removal gave 68% 1,2-trimethylene-6-oxo-1,4,5,6-tetrahydropyrimidine (IIIa), b12 152-4°. IV similarly gave 45% 1,2-tetramethylene-6-oxo-1,4,5,6-tetrahydropyrimidine (IVa), b12 160° (no reaction took place in ο-Cl2C6H4 in 4 hrs. with V). III heated with H2O 5 min. gave 80% N-[1-aza-1-cyclopenten-2-yl]-3-aminopropionic acid (VI), decomposed 186-7°. H2NCH2CH2CO2H in MeOH was treated with O-methylbutyrolactam and gave after heating 10 min. 97% VI. Similarly O-methylvalerolactam gave 95% N-[1-aza-1-cyclohexen-2-yl]-3-aminopropionic acid, m. 186°, which heated with removal of H2O in Cl2C6H4 gave 91% IVa. Similarly O-methylcaprolactam gave 93% N-[1-aza-1-cyclohepten-2-yl]-3-aminopropionic acid, m. 200-1°, which heated in Cl2C6H4 gave 12% cyclo(β-alanyl-ε-aminocapropyl) and 80% 1,2-pentamethylene-6-oxo-1,4,5,6-tetrahydropyrimidine, b10 185-90°, m. 35°. Heating VI in xylene with removal of H2O gave IIIa. The latter kept with H2O 2 days gave VI, while H2O-Ag2O gave 32% VI and 54% cyclo(β-alanyl-γ-aminobutyryl). The above analogs of VI reacted similarly.

As far as I know, this compound(3685-23-2)Formula: C7H13NO2 can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.

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 《A suitable solvent for molecular-weight determinations according to Rast》. Authors are Wendt, Gerhard.The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).COA of Formula: C7H13NO2. Through the article, more information about this compound (cas:3685-23-2) is conveyed.

The lactam (I) of cis-hexahydro-p-aminobenzoic acid (II), m. 196°, results in 3.3-g. yield from 5 g. of the mixture of cis- and trans-II. For the separation of the 2 isomers of II, the hydrogenation product from 4 g. of p-H2NC6H4CO2H in 20 cc. H2O is treated with 180 cc. absolute EtOH to precipitate 1.9 g. crude cis-II, 2 crystallizations of which from dilute EtOH give the pure acid, m. 304-5°, sublimes 210-20°/6 × 10-4 mm.; contrary to the observation of Orthner and Hein (C. A. 27, 4776) the acid melts before sublimation; their transformation of the cis to the trans acid could not be verified. Addition of 400 cc. ether to the filtrate from the cis acid gives (standing 24 hrs.) 1.9 g. crude trans acid; this is purified by solution in 10 cc. H2O and precipitation with 125 cc. absolute EtOH; it m. 186-8° (decomposition), sublimes 210-20°/3 × 10-4 mm. I is a suitable substitute for camphor in the mol.-weight determination according to Rast. The m.-p. lowering constant is 40 (the same as camphor); the molar heat of melting is 1.37 kg.-cal. (for camphor 1.55 kg.-cal.). Because of the solubility in I, it is specially suitable for the determination of the mol. weights of di- and tripeptides (e. g., Me p-aminobenzoyl-p-aminobenzoate, Me p-nitrobenzoyl-p-aminobenzoyl-p-aminobenzoate, leucylglycine, glycylleucine), disaccharides (e. g., saccharose and cellobiose) and nucleosides (e. g., uridine and adenosine), most of which are insoluble in camphor. However, certain compounds (uric acid, creatine, glycylglycine) are insoluble in I.

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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, Synthesis called Syntheses and characterization of push-pull tetrapyrazino[2,3-b]indoloporphyrazines, Author is Jaung, Jae-Yun; Matsuoka, Masaru; Fukunishi, Koushi, 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.

The synthesis of tetrakis(indolopyrazino)porphyrazines by ring-closure reactions of 2,3-dichloro-5,6-dicyanopyrazine with enamines is described. Alkylated tetrakis(indolopyrazino)porphyrazines have push-pull intramol. charge-transfer chromophoric systems and show good solubility in most organic solvents. Large spectral changes caused by mol. aggregation of these dyes affected by solvent polarity and temperature were studied.

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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