Month: November 2022

Gu, Yang published the artcileWell-defined, shelf-stable (NHC)Ag(CF₂H) complexes for difluoromethylation, Related Products of naphthyridine, the publication is Organometallics (2015), 34(12), 3065-3071, database is CAplus.

The preparation of the thermally stable, well-defined 1,3-bis(2,6-diisopropylphenyl)imidazol(idin)ylidene NHC-ligated difluoromethylated silver complexes [(NHC)AgCF₂H] (1a, NHC = SIPr, 1b, NHC = IPr) is described. The complexes were fully characterized, and the structural assignments were unambiguously further confirmed by single-crystal x-ray diffraction. Reactions of [(SIPr)Ag(CF₂H)] with a variety of activated electrophiles such as diaryliodonium salts, vinyl(aryl)iodonium salts, and acid chlorides in the presence or absence of CuI occurred smoothly at room temperature to generate difluoromethylated arene and alkene compounds in good to excellent yields; whereas aryldiazonium salts ArN₂⁺X^– typically gave aryl difluoromethyl diazenes ArN:NCF₂H, even without copper catalyst.

Organometallics 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, Related Products of naphthyridine.

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

Wang, Pengyang published the artcileNovel Axially Chiral Ligand-Enabled Copper-Catalyzed Asymmetric Oxidative Coupling of 2-Naphthols for the Synthesis of 6,6′-Disubstituted BINOLs, Quality Control of 2960-93-2, the publication is Organic Letters (2022), 24(12), 2321-2326, database is CAplus and MEDLINE.

Novel axially chiral ligands such as I [R = H, 1-naphthyl, 9-anthryl, etc.] were designed and synthesized by merging the chelating picolinic acid with substituted BINOLs. The in-situ-prepared copper catalysts from the ligands and CuI enable the asym. oxidative coupling of 2-naphthols, affording 6,6′-disubstituted BINOLs such as II [R¹ = H, i-Pr, Ph, etc.] in up to 89% yield with good enantioselectivities (up to 96:4 e.r.).

Organic Letters 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 C9H8O4, Quality Control of 2960-93-2.

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

Bouchard, Geraldine published the artcileLipophilicity and solvation of anionic drugs, COA of Formula: C20H17FO4S, the publication is Chemistry – A European Journal (2002), 8(15), 3478-3484, database is CAplus and MEDLINE.

This paper first gives a brief review of the main techniques used to measure the lipophilicity of neutral and ionic drugs, namely the shake-flask method, potentiometry, and cyclic voltammetry at liquid-liquid interfaces. The lipophilicity of 28 acidic compounds with various functional groups was studied by potentiometry and cyclic voltammetry in the n-octanol/water and 1,2-dichloroethane/water systems in order to complement our understanding of the lipophilicity of neutral and ionized acids and to clarify the solvation mechanisms responsible for their partition. The parameter diff(log P_dce^N-A) (i.e., log P of the neutral acid minus standard log P of the conjugated anion in 1,2-dichloroethane/water) was shown to depend not only on intramol. interactions and conformational effects in the neutral and anionic forms, but also on the delocalization of the neg. charge in the anion, confirming the ability of Born’s solvation model to describe qual. the effect of the mol. radius on the lipophilicity of ions.

Chemistry – A European Journal published new progress about 59973-80-7. 59973-80-7 belongs to naphthyridine, auxiliary class Immunology/Inflammation,COX, name is Sulindac sulfone, and the molecular formula is C20H17FO4S, COA of Formula: C20H17FO4S.

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

Wang, Dong published the artcileTrifluoromethyl Sulfoxides: Reagents for Metal-Free C-H Trifluoromethylthiolation, Product Details of C22H18O2, the publication is Angewandte Chemie, International Edition (2020), 59(37), 15918-15922, database is CAplus and MEDLINE.

Indoles, pyrroles, thiophenes, a benzothiophene, a benzofuran, and arenes underwent metal-free regioselective trifluoromethylthiolation with trifluoromethyl sulfoxides RCH₂S(:O)CF₃ (R = Ph, EtO₂C) mediated by triflic anhydride and diethylamine in acetonitrile or nitromethane to yield heteroaryl and aryl trifluoromethyl thioethers. An aryl(ethoxycarbonylmethyl)(trifluoromethyl)sulfonium triflate was isolated as a trifluoromethylthiolation intermediate and its structure determined by X-ray crystallog., supporting an interrupted Pummerer reaction mechanism for the trifluoromethylthiolation.

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 C7H16ClNO2, Product Details of C22H18O2.

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

Cavanaugh, M. A. published the artcileSubstituted 1,8-naphthyridine complexes of iron(II) and iron(III), Related Products of naphthyridine, the publication is Inorganic Chemistry (1976), 15(11), 2615-21, database is CAplus.

The compounds [FeL4](ClO4)2.2H2O (L = 2-methyl-1,8-naphthyridine), [FeL’3](ClO4)2.2H2O (L’ = 2,7-dimethyl-1,8-naphthyridine), [FeL4](ClO4)3.H2O, [FeL’4](ClO4)3.H2O [FeL2Cl2].H2O and [FeL’2Cl2].3H2O were prepared and characterized by their Moessbauer, magnetic, and spectral properties. Also, the Moessbauer parameters of the previously reported [FeL’3](ClO4)2 were obtained. A modified synthesis of the ligands has been perfected and is reported in detail.

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, Related Products of naphthyridine.

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

Fu, Zhengjiang published the artcileSynthesis of (±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively, HPLC of Formula: 2960-93-2, the publication is Chemical Papers (2021), 75(2), 831-836, database is CAplus.

In this report, two routes for the synthesis of (±)-3,3′-diphenyl BINOL I (R = Ph, R¹ = H) via (±)-3,3′ bis-halogenated BINOLs intermediates I (R = Br, R¹ = methoxymethyl; R = I, R¹ = Me) using (±)-BINOL I (R = H, R¹ = H) as starting material have been established. Both routes are four-step reactions, characterized by the use of different catalysts in the third step, wherein the total yield of the first route is 45%, while overall yield of the second route is 51% yield.

Chemical Papers 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, HPLC of Formula: 2960-93-2.

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

Chodkiewicz, Wladyslaw published the artcileDiethynylarenes, COA of Formula: C18H10, the publication is Compt. rend. (1957), 2061-2, database is CAplus.

Diethynylarenes have been prepared from 2 moles NaCCH with 1 mole quinone in liquid NH₃. In the ethynylation of p-benzoquinone, 25-30% diquinol, m. 196°, forms, along with 50% hydroquinone from the reduction of the quinone. Ethynylation of anthraquinone yields 95% diquinol, m. 206°, with N-methylpyrrolidinone or HCONH₂ as addnl. solvent at -30°; with 1 mole NaCCH/mole quinone at -50 to -60°, 40% monoquinol, m. 235°, results. Similarly, phenanthrenequinone gives 40% diquinol, m. 202°, along with other unidentified compounds Reduction of the diquinols with SnCl₂ in aqueous HOAc gives diethynylarenes. Thus, 50% diethynylbenzene, m. 96°, λ 209, 214, 258, 270, 282, and 292 mμ, was obtained by reduction at 40°. Reduction at 10-20° yields diethynylanthracene, m. 170-80° (decomposition), λ 249, 259, 349, 356, 377, and 423 mμ. These diethynylarenes give the reactions of true diacetylene compounds and can be determined with Ag salts. They condense with ketones to give glycols; thus, diethynylbenzene with anhydrous KOH in amide solvents at 0° gives with Ph₂CO 95% glycol, m. 220°; Ph₂CO and diethynylanthracene give 95% glycol, m. 256°.

Compt. rend. 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, COA of Formula: C18H10.

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

Chodkiewicz, Wladyslaw published the artcileAcetylenic monoquinols; preparation of diquinols and asymmetric polyacetylenic arenes, Quality Control of 18512-55-5, the publication is Compt. rend. (1958), 2383-5, database is CAplus.

Monocondensation of anthraquinone with true acetylenic compounds, RCCH, was carried out in the presence of NaNH₂ in tetrahydrofuran or disubstituted amide solvents for 2-3 hrs. at -30° to 0° to give acetylenic monoquinols (I) as follows (R in RCCH, % yield, and m.p. of product given): H, 89, 235°; Me(CH₂)₄, 90, 130°; Ph, 83, 201°; Me₂NCH₂, 86, 215°; Ph₂C(OH), 82, 198°; Ph₂C(OH)CH₂, 77, 172°. The monoquinol Me ethers (II) were obtained almost quant. from I and Me₂SO₄ in Et₂O in the presence of powd. KOH. II with HCCH in tetrahydrofuran in the presence of KOH (30 min. to 1 hr. at 20°) gave the Me monoethers of the diquinols (III) (R, % yield, and m.p. given): Me(CH₂)₄, 98, 92°; Ph, 97, 143° and 164° (corresponding to 2 possible isomers); H, 70, 158°. Reduction of III in Et₂O-MeOH-H₂O with SnCl₂ in the presence of H₂SO₄ gave 9-ethynyl-10-(R-substituted-ethynyl)anthracene (IV) (R, % yield, and m.p. given): Ph, 83, 170° (decomposition); H, 90, 107°. IV condensed with Ph₂CO and KOH in tetrahydrofuran (5-30 min. at 20°) gave the 9-[CCC(Ph)₂OH] analog (V) as follows (R, % yield, m.p. given): Ph, 98, 178°; H, 95, 149°. The 9-(OH)9-[CCC(Ph)₂OH] 10-(:O) derivative of anthracene was reduced in Et₂O with SnCl₂ in the presence of AcCl to give 93% of the 9-(:C:C:CPh2) analog, m. 242°, the first representative of a new class of cumulenes in which the unsaturated system was conjugated with a carbonyl group.

Compt. rend. 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, Quality Control of 18512-55-5.

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

Serenko, Olga A. published the artcileA novel Ziegler-Natta-type catalytic system-TiCl₄/2,2′-dimethoxy-1,1′-binaphthalene/Et₃Al₂Cl₃/Bu₂Mg for production of ultrahigh molecular weight polyethylene nascent reactor powders, suitable for solvent-free processing, HPLC of Formula: 2960-93-2, the publication is Polymers (Basel, Switzerland) (2018), 10(11), 1281/1-1281/12, database is CAplus and MEDLINE.

A series of ultrahigh mol. weight polyethylenes with viscosity-average mol. weights in the range of 1.6-5.6 x 10⁶ have been prepared by using a novel Ziegler-Natta-type catalytic system-TiCl₄/2,2′-dimethoxy-1,1′-binaphthalene/Et₃Al₂Cl₃/Bu₂Mg at different temperatures (T_poly) in the range between 10 and 70°C in toluene. The morphol. of the nascent reactor powders has been studied by SEM, wide-angle X-ray diffraction, and the DSC melting behavior. Polymers are suitable for the modern processing methods-the solvent-free solid-state formation of super high-strength (tensile strength over 1.8-2.5 GPa) and high-modulus (elastic modulus up to 136 GPa) oriented film tapes. With decrease of T_poly, the drawability of the reactor powders increased significantly.

Polymers (Basel, Switzerland) 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 C11H10O, HPLC of Formula: 2960-93-2.

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

Sankaran, Balasubramanian published the artcileAbsorption, emission and redox properties of bithienylnaphthalene systems, Related Products of naphthyridine, the publication is Polymer Preprints (American Chemical Society, Division of Polymer Chemistry) (1998), 39(1), 157-158, database is CAplus.

Thienylnaphthalene monomers, 1,5-dimethoxy-2,6-bis(2-thienyl)naphthalene (I), 1,5-dimethoxy-4,8-bis(2-thienyl)-naphthalene (II), and 1,4,5,8-tetramethoxy-2,6-bis(2-thienyl)naphthalene (III) were synthesized by Stille coupling reaction between the resp. dibromides and 2-(tributylstannyl)thiophene. Addnl. thienylnaphthalene monomers 2,6-bis(2-thienyl)-naphthalene (IV) and 1,5-bis(2-thienyl)naphthalene (V) were synthesized by Stille coupling reaction between the corresponding triflates and 2-(tributylstannyl)thiophene. Monomers II and V show only one peak for absorption and emission, while monomers I, III, and IV show more than one peak for absorption and a single doublet for emission. The oxidation potential of the monomers ranges from 0.95 V for monomer V to 0.59 V for monomer III. Polymers synthesized electrochem. from monomers I, II, III and V form good films on ITO coated glass substrate, are greenish in color in the oxidized state, and relatively transmissive and pale yellow in the reduced state.

Polymer Preprints (American Chemical Society, Division of Polymer Chemistry) published new progress about 152873-79-5. 152873-79-5 belongs to naphthyridine, auxiliary class Trifluoromethyl,Sulfonate,Benzene, name is 1,5-NAphthalenebis(trifluoromethanesulfonate), and the molecular formula is C12H6F6O6S2, Related Products of naphthyridine.

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