Category: naphthyridine

Kaminskaia, Natalia V. published the artcileReactivity of μ-Hydroxodizinc(II) Centers in Enzymatic Catalysis through Model Studies, Recommanded Product: 2,7-Dimethyl-1,8-naphthyridine, the publication is Inorganic Chemistry (2000), 39(15), 3365-3373, database is CAplus and MEDLINE.

The stable dinuclear complex [Zn₂(BPAN)(μ-OH)(μ-O₂PPh₂)](ClO₄)₂, where BPAN = 2,7-bis[2-(2-pyridylethyl)aminomethyl]-1,8-naphthyridine, was chosen as a model to investigate the reactivity of (μ-hydroxo)dizinc(II) centers in metallohydrolases. Two reactions, the hydrolysis of phosphodiesters and the hydrolysis of β-lactams, were studied. These two processes are catalyzed in vivo by the zinc(II)-containing enzymes P1 nuclease and β-lactamase, resp. P1 nucleases catalyze the hydrolysis of single-stranded DNA and RNA, while β-lactamases are expressed in many types of pathogenic bacteria and are responsible for the hydrolytic degradation of β-lactam antibiotic drugs. In the first step of phosphodiester hydrolysis promoted by the dinuclear model complex, the substrate replaces the bridging diphenylphosphinate. The bridging hydroxide serves as a general base to deprotonate water, which acts as a nucleophile in the ensuing hydrolysis. The dinuclear model complex is only 1.8 times more reactive in phosphodiester hydrolysis than a mononuclear analog, Zn(bpta)(OTf)₂, where bpta = N,N-bis(2-pyridylmethyl)-tert-butylamine. Hydrolysis of nitrocefin, a β-lactam antibiotic analog, catalyzed by [Zn₂(BPAN)(μ-OH)(μ-O₂PPh₂)](ClO₄)₂ involves monodentate coordination of the substrate via its carboxylate group, followed by nucleophilic attack of the zinc(II)-bound terminal hydroxide at the β-lactam carbonyl carbon atom. Collapse of the tetrahedral intermediate results in product formation. Mononuclear complexes Zn(cyclen)(NO₃)₂ and Zn(bpta)(NO₃)₂, where cyclen = 1,4,7,10-tetraazacyclododecane, are as reactive in the β-lactam hydrolysis as the dinuclear complex. Kinetic and mechanistic studies of the phosphodiester and β-lactam hydrolyzes indicate that the bridging hydroxide in [Zn₂(BPAN)(μ-OH)(μ-O₂PPh₂)](ClO₄)₂ is not very reactive, despite its low pK_a value. This low reactivity presumably arises from the two factors. First, the bridging hydroxide and coordinated substrate in [Zn₂(BPAN)(μ-OH)(substrate)]²⁺ are not aligned properly to favor nucleophilic attack. Second, the nucleophilicity of the bridging hydroxide is diminished because it is simultaneously bound to the two zinc(II) ions.

Inorganic Chemistry published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Recommanded Product: 2,7-Dimethyl-1,8-naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Zhou, Yi published the artcileBinaphthyl-containing green- and red-emitting molecules for solution-processable organic light-emitting diodes, HPLC of Formula: 2960-93-2, the publication is Advanced Functional Materials (2008), 18(20), 3299-3306, database is CAplus.

Strong intermol. interactions usually result in decreases in solubility and fluorescence efficiency of organic mols. Therefore, amorphous materials are highly pursued when designing solution-processable, electroluminescent organic mols. A nonplanar binaphthyl moiety is presented as a way of reducing intermol. interactions and four binaphthyl-containing mols. (BNCMs): green-emitting BBB and TBT as well as red-emitting BTBTB and TBBBT, are designed and synthesized. The photophys. and electrochem. properties of the mols. are systematically studied and TBT, TBBBT, and BTBTB solutions show high photoluminescence (PL) quantum efficiencies of 0.41, 0.54, and 0.48, resp. Based on the good solubility and amorphous film-forming ability of the synthesized BNCMs, double-layer structured organic light-emitting diodes (OLEDs) with BNCMs as emitting layer and poly(N-vinylcarbazole) (PVK) or a blend of poly[N,N’-bis(4-butylphenyl)-N,N’-bis(phenyl)benzidine] and PVK as hole-transporting layer are fabricated by a simple solution spin-coating procedure. Amongst those, the BTBTB based OLED, for example, reaches a high maximum luminance of 8315 cd m^-2 and a maximum luminous efficiency of 1.95 cd A^-1 at a low turn-on voltage of 2.2 V. This is one of the best performances of a spin-coated OLED reported so far. By doping the green and red BNCMs into a blue-emitting host material poly(9,9-dioctylfluorene-2,7-diyl) high performance white light-emitting diodes with pure white light emission and a maximum luminance of 4000 cd m^-2 are realized.

Advanced Functional Materials published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C51H42ClNOP2Pd, HPLC of Formula: 2960-93-2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Wallraff, G. M. published the artcileSynthesis and lithographic performance of photosensitive poly(phenylquinoxaline)s and related structures, Synthetic Route of 18512-55-5, the publication is Polymeric Materials Science and Engineering (1992), 289-90, database is CAplus.

Two new photoimageable dielecs. are demonstrated which are based on poly(quinoxalone) (PPQ) and poly(phenylquinoxaline) using a chem. amplification scheme. The PPQ was shown to be a high contrast system and both systems were photodefinable at 514 and 426 nm, affording neg.-tone images. The extent of butyloxycarbonyl (BOC) cleavage was relatively low (<40%) compared to styrene-BOC systems presumably due to the presence of basic nitrogens in the heterocyclic backbone.

Polymeric Materials Science and Engineering published new progress about 18512-55-5. 18512-55-5 belongs to naphthyridine, auxiliary class Alkynyl,Anthracene, name is 9,10-Diethynylanthracene, and the molecular formula is C12H14IN, Synthetic Route of 18512-55-5.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Buter, Jeffrey published the artcilePalladium-Catalyzed, tert-Butyllithium-Mediated Dimerization of Aryl Halides and Its Application in the Atropselective Total Synthesis of Mastigophorene A, Recommanded Product: 2,2′-Dimethoxy-1,1′-binaphthalene, the publication is Angewandte Chemie, International Edition (2016), 55(11), 3620-3624, database is CAplus and MEDLINE.

A palladium-catalyzed direct synthesis of sym. biaryl compounds, e.g., 2,2′-dimethoxy-1,1′-biphenyl and 2,2′-dimethoxy-3,3′-bipyridine, from the corresponding aryl halides in the presence of tert-BuLi is described. In situ lithium-halogen exchange generates the corresponding aryl lithium reagent, which undergoes a homocoupling reaction with a second mol. of the aryl halide in the presence of the palladium catalyst (1 mol %). The reaction takes place at room temperature, is fast (1 h), and affords the corresponding biaryl compounds in good to excellent yields. The application of the method is demonstrated in an efficient asym. total synthesis of mastigophorene A (I). The chiral biaryl axis is constructed with an atropselectivity of 9:1 owing to catalyst-induced remote point-to-axial chirality transfer.

Angewandte Chemie, International Edition published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C22H18O2, Recommanded Product: 2,2′-Dimethoxy-1,1′-binaphthalene.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Gao, Hong-Ying published the artcileIntermolecular On-Surface σ-Bond Metathesis, Formula: C18H10, the publication is Journal of the American Chemical Society (2017), 139(20), 7012-7019, database is CAplus and MEDLINE.

Silylation and desilylation are important functional group manipulations in solution-phase organic chem. that are heavily used to protect/deprotect different functionalities. Herein, we disclose the first examples of the σ-bond metathesis of silylated alkynes with aromatic carboxylic acids on the Ag(111) and Au(111) surfaces to give the corresponding terminal alkynes and silyl esters, which is supported by d. functional theory calculations and further confirmed by XPS anal. Such a protecting group strategy applied to on-surface chem. allows self-assembly structures to be generated from mols. that are inherently unstable in solution and in the solid state. This is shown by the successful formation of self-assembled hexaethynylbenzene at Ag(111). Furthermore, it is also shown that on the Au(111) surface this σ-bond metathesis can be combined with Glaser coupling to fabricate covalent polymers via a cascade process.

Journal of the American Chemical Society published new progress about 18512-55-5. 18512-55-5 belongs to naphthyridine, auxiliary class Alkynyl,Anthracene, name is 9,10-Diethynylanthracene, and the molecular formula is C18H10, Formula: C18H10.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Bodner, Richard L. published the artcileComplexes of 1,8-naphthyridines. IV. Alkaline earth perchlorate complexes of 1,8-naphthyridine and its 2,7-dimethyl derivative, Application In Synthesis of 14903-78-7, the publication is Inorganic Chemistry (1970), 9(5), 1255-8, database is CAplus.

Alk. earth-perchlorate complexes of the types ML2(ClO4)2.xH2O and MR2(ClO4)2.xH2O (M = Mg, Ca, Sr, Ba; 0 �x �3.5), where L is 1,8-naphthyridine and R is 2,7-dimethyl-1,8-naphthyridine (I) have been synthesized. The white crystalline compounds have been characterized by elemental analyses, molar conductances, and IR (4000-200 cm-1) and PMR spectroscopy. The steric influence of the Me groups of I does not affect the resulting stoichiometry. In a polar solvent, the compounds exhibit the expected 3-ion conductances. As deduced from the solid IR spectra, some of the perchlorates are distorted toward C3v symmetry. Distortion of the perchlorate in the crystal lattice and (or) a weak interaction of the metal ion and the perchlorate are offered as possibilities for this reduction in symmetry. In view of the known 1,10-phenanthroline complexes of the same metal ions, where as many as 4 chelates are associated, the present work indicates that the coordination number of the metal ion is strongly dependent on the intramol. N-N distance in the chelating heterocycle.

Inorganic Chemistry published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Application In Synthesis of 14903-78-7.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Reed, Thomas E. published the artcileComplexes of 1,6-naphthyridines. VI. Mixed ligand complexes of molybdenum hexacarbonyl, Application of 2,7-Dimethyl-1,8-naphthyridine, the publication is Inorganica Chimica Acta (1970), 4(3), 471-4, database is CAplus.

Mo(CO)3(N-N)L and Mo(CO)2(N-N)L2, where N-N is 2,7-dimethyl-1,8-naphthyridine (2,7-dmnapy), or 2,9-dimethyl-1,10-phenanthroline (2,9-dmphen) and L is a monodentate Lewis base (e.g., pyridines, MeCN, DMF, P(OR)3, PR3, AsPh3, SbPh3) were prepared and characterized by ir and PMR spectroscopy. The positions observed for the CO stretching modes of these complexes as well as the separation of the A’2 and A” modes of the tricarbonyl compounds suggests that the π-accepting ability of 2,7-dmnapy may be slightly greater than 2,2′-bipyridine (bipy), 1,10-phenanthroline (phen), or 2,9-dmphen. The ease of displacement N-N by Lewis bases depends on the concentrations and steric nature of the P donor and follows the order 2,7-dmnapy > bipy > phen âˆ?2,9-dmphen. The unexpected shielding of N-N and L protons in the PMR spectra is discussed in terms of anisotropy produced by the aromatic systems.

Inorganica Chimica Acta published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Application of 2,7-Dimethyl-1,8-naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Eisenhofer, Anna published the artcilePhotocatalytic Phenol-Arene C-C and C-O Cross-Dehydrogenative Coupling, Related Products of naphthyridine, the publication is European Journal of Organic Chemistry (2017), 2017(15), 2194-2204, database is CAplus.

In the presence of a rutheniumtris(bipyrazine) bis(hexafluorophosphate), phenols and aryl ethers underwent chemoselective and regioselective photochem. oxidative coupling in MeCN (rather than in the fluorinated alc. solvents required in other methods) mediated by potassium persulfate to yield unsym. biphenylols and biaryl ethers. The selectivity for the formation of nonsym. biaryls is rationalized on the basis of the nucleophilicities and oxidation potentials of the aryl ethers.

European Journal of Organic Chemistry published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C22H18O2, Related Products of naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Goda, Mami published the artcileStructural analysis of subsidiary tar dyes contained in food red number 102, Formula: C10H9NO4S, the publication is Shokuhin Eiseigaku Zasshi (2013), 54(3), 188-197, database is CAplus and MEDLINE.

Three unknown colors (A1, A2 and A3) in Food red Number 102 (R102) were identified by LC-MS and NMR anal. Red dye A1 was azo rubine (AZO), which is not designated as a coloring agent in Japan. Red dye A2 was a structural isomer of Fast Red E (FRE), which is also not designated as a coloring agent in Japan. Red dye A3 was predicted to be an overreaction product of R102, possessing the R102 structural framework. Furthermore, AZO, which was assumed to have been produced by dimerization of a diazonium salt used as a synthetic intermediate of R102, was also identified in Food red Number 2 (R2).

Shokuhin Eiseigaku Zasshi published new progress about 116-63-2. 116-63-2 belongs to naphthyridine, auxiliary class Sulfonic acid,Amine,Naphthalene,Alcohol,Organic Pigment, name is 4-Amino-3-hydroxynaphthalene-1-sulfonic acid, and the molecular formula is C10H9NO4S, Formula: C10H9NO4S.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Kuroboshi, Manabu published the artcileA facile synthesis of difluoromethylene compounds by oxidative fluorodesulfurization of dithioacetals using tetrabutylammonium dihydrogen trifluoride and N-halo compounds, Name: 1-(Difluoromethyl)naphthalene, the publication is Synlett (1991), 909-10, database is CAplus.

Cyclic dithioacetals of aldehydes and ketones are converted into the corresponding difluoromethylene compounds with characteristic chemoselectivity by means of tetrabutylammonium dihydrogen trifluoride (I) and N-halo amides or imides (N-bromosuccinimide (II), N-iodosuccinimide and 1,3-dibromo-5,5-dimethylhydantoin) in good to excellent yield. The substrates which have an acid-sensitive functionality or other easily fluorinated functionalities give the desired products without any damage to that functionality. E.g., dithioacetal III reacts with reagents I and II in CH₂Cl₂ followed by treatment with sodium hydrogen sulfite to give fluoro compound IV in 94% yield.

Synlett published new progress about 53731-26-3. 53731-26-3 belongs to naphthyridine, auxiliary class Difluoromethyl,Fluoride,Naphthalene, name is 1-(Difluoromethyl)naphthalene, and the molecular formula is C11H8F2, Name: 1-(Difluoromethyl)naphthalene.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem