Synthesis and characterization of acetylated sept-D-glucopyranose carbamate as an oligosaccharide donor简

An oligosaccharide donor, acetylated sept-o-glucopyranose tetradecyl carbamate, was designed and synthesized. This compound could be easily linked to hydroxyl-containing compounds through an Oglycosidic bond. Characterization of all the oligosaccharide intermediates and the final product was thoroughly discussed.     

Synthesis and characterization of novel phthalocyanines bearing quaternizable coumarin

The synthesis of novel metal-free and zinc phthalocyanines with four 3-[(2-diethylamino)ethyl]-7-oxo-4-methylcoumarin dye groups on the periphery were prepared by cyclotetramerization of a novel 3-[(2-diethylamino)ethyl]-7-[(3,4-dicyanophenoxy)]-4-methylcoumarin. The novel chromogenic compounds were characterized by elemental analysis, ¹H NMR, ¹³C NMR, MALDI-TOF, IR and UV–Vis spectral data. The electronic spectra exhibit bands of coumarin identity along with characteristic Q and B bands of the phthalocyanine (Pc) core. The IR spectra of all the Pcs showed three characteristic intense bands, at 1704 cm⁻¹ for the lactone carbonyl and two bands at 1489–1604 cm⁻¹ for the conjugated olefinic system.     

Synthesis and characterization of novel polybenzimidazoles bearing pendant phenoxyamine groups

A novel aromatic diacid, 3, 5‐dicarboxyl‐4′‐amino diphenyl ether, containing pendant phenoxy amine group was synthesized. Homo‐ and co‐polybenzimidazoles containing different content of pendant phenoxyamine groups were synthesized by condensation of 3,3′‐diaminobenzidine with this acid and a mixture of this acid and isophthalic acid in different ratio in polyphosphoric acid. Copolybenzimidazoles with structural variations were also synthesized based on this acid and pyridine dicarboxylic acid, terephthalic acid, adipic acid, or sebacic acid. The polymers have good solubility in polar aprotic solvents and strong acids and they form tough flexible films by solution casting. The polymers were characterized by different instrumental techniques (FTIR, TGA, DSC, XRD, etc.) and for solvent solubility, mechanical properties, inherent viscosity, and proton conductivity. The inherent viscosities of the polymers vary in the range of 0.62–1.52 dL/g. They have high thermal stability up to 475–506 °C (IDT) in nitrogen, high glass transition temperatures (T_g) ranging from 313 to 435 °C and good tensile strength ranging from 58 to 125 MPa. Proton conductivity of homo polymer is 3.72 × 10^?3 S/cm at 25 °C and 2.45 × 10^?2 S/cm at 200 °C © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 5776–5793, 2008     

含全氟烷基磺酰基新型异黄酮化合物的合成

异黄酮类化合物广泛存在于植物中,是许多中草药的有效成分。美国食品和药物管理局将大豆列为能够真正降低患心脏病危险的少数食品之一,研究发现大豆防病作用的关键因素在于其中大量存在的各类黄酮类成分[1]。1993年Coward等[2]首次报道大豆异黄酮具有抵御癌细胞的作用,其后W ei     

Synthesis and characterization of p-phenylenediamine derivatives bearing an electron-acceptor unit

[reaction: see text] Two series of aniline oligomers bearing fused heterocycles as an electron-acceptor unit were synthesized. They consist of aniline or its derivatives as an electron donor and benzothiadiazole (BT) or quinoxaline (QX) as an electron-acceptor unit. Benzothiadiazoles 1-3 were synthesized by palladium-catalyzed amination. Quinoxalines 4-6 were prepared by palladium-catalyzed amination or transformation from the benzothiadiazoles. These compounds showed a HOMO-LUMO gap smaller than those of their analogues such as thiophene-substituted BT/QXs. Cyclic voltammetry revealed that the electrochemical behavior is dependent on the position of the acceptor heterocycle. Chemical oxidation with Ag2O afforded the corresponding 1,4-quinonediimine derivatives as an E,E-isomer, stereoselectively. As for the BT pentamer analogues 2 and 3, the first oxidation selectively occurred at the amino group adjacent to the benzothiadiazole unit, giving the regiospecific half-oxidized derivatives. Furthermore, the fully oxidized derivative 24 was isolated and characterized.     

Synthesis and selectivity towards divalent inorganic cations of macrocyclic dicarboxamides and disulphonamides bearing pendant electron donor groups

Novel carboxamides and sulphonamides derived from 4,13-diaza-18-crown-6 incorporating ligating groups have been obtained and their ion selectivities have been evaluated by membrane techniques indicating their high affinity for Hg(II) cations.     

Synthesis and characterization of novel crosslinkable polymers with a nonlinear optical chromophore as a pendant group

New crosslinkable polymers with a nonlinear optical (NLO) active chromophore as a pendant group were synthesized by condensation chain polymerization via palladium‐catalyzed carbon–carbon coupling reactions. The polymerization yields were almost quantitative between the diiodobenzene (DIB) and diethyldipropargyl malonate (DEDPM) or 4‐(dimethylamino)‐4′‐(6‐dipropargylacetoxypropylsulfonyl)stilbene (DASS‐6) monomers. To improve the molecular weight and mechanical properties of the NLO active polymer, we carried out the copolymerization with DIB and DASS‐6 with various feed ratios of DEDPM. The resulting polymers were soluble in organic solvents and spun‐cast onto indium tin oxide‐coated glass substrates to make thin films. The molecular structures of the resulting polymers were characterized with various instrumental methods to confirm the carbon–carbon coupling reactions between the DIB and diacetylene monomers. The absorption of the ultraviolet–visible spectrum of the resulting polymers was drastically reduced after thermal curing at 160 °C because of the crosslinking of the reactive acetylene group in the polymer backbone. The electrooptic coefficient (r₃₃) measured at 1.3 μm ranged from 7 to 15 pm/V. © 2001 John Wiley & Sons, Inc. J Polym Sci Part A: Polym Chem 39: 4025–4034, 2001     

Synthesis and characterization of a novel ambipolar polymer semiconductor based on a fumaronitrile core as an electron‐withdrawing group

Two conjugated polymers containing stilbene and fumaronitrile moieties were synthesized to investigate their electronic properties by the existence of electron‐withdrawing cyano groups on a vinylene backbone. The cyclic voltammetry investigation and time‐dependent density functional theory calculations indicated that the cyano substituents lowered the lowest unoccupied molecular orbital (LUMO) energy level by about 0.65 and 0.63 eV, respectively. The lowering of the LUMO energy levels due to the electron‐withdrawing properties of the cyano substituents could enhance electron injection capability. Furthermore, bithiophene‐fumaronitrile (donor‐acceptor) intermolecular interaction facilitates the self‐assembly of the polymer chains. Organic field‐effect transistors (OFETs) based on PBTSB without the electron‐withdrawing group only exhibit hole transport, while OFETs based on PBTFN with cyano substituents exhibit ambipolar characteristics. The growth of PBTFN crystalline fibrils was observed with increasing annealing temperature, which enhanced hole and electron mobility. A complementary‐like inverter using PBTFN with ambipolar properties exhibited good symmetry with an inverting voltage nearly half that of the power supply with a gain of 9 at V_DD = 100 V. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013     

Synthesis and characterization of oxazine bearing pyridine scaffold as potential antimicrobial agents

A series of novel compounds 1-((1-(4-(2H-benzo[e][1,3]oxazin-3(4H)-yl)phenyl)ethylidene)amino)-6-((benzylidene)amino)-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitriles (7a–o) were synthesized by a sequence of multistep reactions. IR, ¹H NMR, ¹³C NMR, and mass spectral techniques were used to confirm the structures newly synthesized compounds. Antimicrobial activity of the title compounds (7a–o) was studied against strains of bacteria (Staphylococcus aureus and Streptococcus pyogenes, Escherichia coli and Pseudomonas aeruginosa) and fungi (Candida albicans, Aspergillus niger and Aspergillus clavatus) by serial dilution method. Compounds 7f and 7k exhibited significant antimicrobial activity.     

Synthesis and characterization of novel thermotropic liquid crystals containing a dimethylamino group

Novel thermotropic liquid crystals containing a terminal dimethylamino group were synthesized via a multi-step route. Three phenyl ring units linked with ester and azomethine groups constituted the mesogenic core. All the compounds were characterized by spectroscopic techniques, polarizing microscopy and differential scanning calorimetry. An enantiotropic nematic phase was observed for all the systems studied.     

Synthesis and characterization of two novel organocation containing group 13 metal ethylenediphosphonates

Two novel group 13 metal diphosphonates: (H₃NC₃H₆NH₃)₂[Al₂F₆(O₃PC₂H₄PO₃)]·H₂O (1) (monoclinic, C2/c, a=16.9697(7) Å, b=8.0273(4) Å, c=16.3797(8) Å, β=117.762(2)°, Z=4, R₁=4.66%, wR₂=11.82%), and (H₃NC₃H₆NH₃)[Ga₂F₄(O₃PC₂H₄PO₃)] (2) (triclinic, P-1, a=5.398(7) Å, b=8.122(6) Å, c=15.839(18) Å, α=78.89(4)°, β=89.60(7)°, γ=79.35(6)°, Z=2, R₁=2.90%, wR₂=3.17%) have been synthesized by solvothermal methods in the presence of the propyldiammonium cations and their structures determined using single and micro-crystal X-ray diffraction data, respectively. The structures of 1 and 2 are closely related and contain dimers of edge-sharing trivalent metal centered octahedra that are linked together by the ethylenediphosphonate groups to form chains and aperture-containing layers, respectively. The propyldiammonium cations surround the aluminum diphosphonate chains in 1 and separate the gallium diphosphonate layers in 2. Both compounds 1 and 2 are examples of metal phosphonate materials containing only one type of octahedral-tetrahedral secondary building unit (SBU-4).     

Synthesis and insecticidal activities of novel neonicotinoid analogs bearing an amide moiety

A series of novel neonicotinoid analogs containing an amide moiety were synthesized, characterized, and subsequently evaluated for their insecticidal activity. According to the preliminary bioassay, the compounds 6c , 6e , 6f , 6j , 6n , and 6r exhibited > 50% activity against Nilaparvata lugens at 100 mg/L. Amongst the active compounds, 6f and 6r revealed insecticidal activities similar to that displayed by standard buprofezin. J. Heterocyclic Chem., (2011)     

Synthesis and characterization of a novel terthiophene-based quinodimethane bearing a 3,4-ethylenedioxythiophene central unit

The synthesis and a combined spectroscopic and density functional theoretical characterization of a 3',4'-ethylenedioxy-5,5' '-bis(dicyanomethylene)-5,5' '-dihydro-2,2':5',2' '-terthiophene analogue of 7,7,8,8-tetracyanoquinodimethane (TCNQ) are presented. Electrochemical data show that this novel trimer can be both reversibly reduced and oxidized at relatively low potentials. Quantum-chemical calculations show that the compound exhibits a quinoidal structure in its ground electronic state and that a certain degree of intramolecular charge transfer takes place from the central terthienyl moiety toward both =C(CN)2 end-caps. Therefore, the amphoteric redox behavior of this novel material can be related to the coexistence of an electron-impoverished terthienyl core endowed by two electron-enriched =C(CN)2 substituents. The UV-vis spectrum is dominated by the appearance of a strong absorption near 660 nm, attributable to the highest occupied molecular orbital (HOMO) --> lowest unoccupied molecular orbital (LUMO) pi-pi electronic transition of the terthienyl spine on the basis of time-dependent density functional theory (DFT) computations. The DFT calculations performed on the minimum-energy molecular geometry about the equilibrium atomic charge distribution, topologies, and energies of the frontier orbitals around the gap and about the Raman-active vibrations associated with the strongest Raman features are also consistent with a rather effective pi-electron conjugation and the partial degree of intramolecular charge transfer mentioned above. Our study reveals this novel heteroquinoid trimer could act as a promising candidate in organic field-effect transistor (OFET) applications.     

Conjugated ladder-type heteroacenes bearing pyrrole and thiophene ring units: facile synthesis and characterization

Ladder-type heteroacenes containing pyrrole and thiophene rings, dibenzo[b,b']thieno[2,3-f:5,4-f']-carbazoles (DBTCZ, 1), and diindolo[3,2-b:2',3'-h]benzo[1,2-b:4,5-b']bis[1]benzothiophene (DIBBBT, 2), were facilely synthesized through proper precursors (7, 11, and 18) respectively. The key step is a triflic acid induced intramolecular electrophilic coupling reaction of corresponding aromatic methyl sulfoxides with activated aromatic building blocks, which enables regioselective ring closure. Both precursors (7 and 11) toward DBTCZ gave the symmetrical product but with solubilizing alkyl chains in two different fashions. DIBBBT was also synthesized as the extended ladder-type heteroacene with defined structure. These obtained heteroacenes are fully characterized (mass spectrometry, NMR, elemental analysis), and their X-ray analysis and optical and electrochemical properties are reported.     

Synthesis and characterization of novel semiaromatic copolyamides bearing both polar hydroxyl and unsaturated allyl substituents

A series of novel semiaromatic (co)polyamides, poly(octylene terephthalamide)-ran-poly[octylene 2,5-bis(allyloxy)terephthalamide] (APA8T-x, x represents the molar fraction of allyloxy containing structure unit), were prepared via the interfacial polymerization of 1,8-diaminooctane, terephthaloyl chloride, and 2,5-bis(allyloxy)terephthaloyl chloride. The polymerization conditions were optimized in terms of the yields and the molecular weights of the resultant polymers. These polymers were converted to the target macromolecules, poly(octylene terephthalamide)-ran-poly[octylene (2,5-dihydroxy-3,6-diallyl)terephthalamide] (CRPA8T-x), through solid state Claisen rearrangement reaction, as characterized by ¹H NMR and FT-IR spectroscopies. While APA8T-x was only soluble in very limited solvents, the solubility of CRPA8T-x in polar solvents improved remarkably, especially for those with high counit content. Due to the polarity of hydroxyl group, CRPA8T-x showed an improved hydrophilicity than APA8T-x. The treatment of aramid fibers with CRPA8T-x, as sizing agents, enhanced obviously their interfacial adhesion toward epoxy resin. The fibers sized with 0.5 wt% CRPA8T-75 solution in the mixture of 1,1,2,2-tetrachloroethane and phenol (40:60, w/w) exhibited a maximum increase of 60% in interfacial shear strength than the naked fibers. The easy preparation and the facility for the further modification through the dual functional substituents may greatly widen the application of semiaromatic polyamides. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017 , 55, 690–698     

Synthesis of pyrrole urea and pyrrole carbonylurea derivatives

A series of urea and carbonylurea distamycin analogs whereby the linker has two NH groups for hydrogen bonding with base pairs of DNA were synthesized. The urea and carbonylurea derivatives are prepared from the in situ generation of pyrrole isocyanate (prepared from compound 3) and acyl isocyanate (compound 9), followed by the reaction with an amine. The synthetic feasibility for the further transformations of the pyrrole urea and pyrrole carbonylurea derivatives was also addressed. The binding abilities of these molecules to calf thymus DNA were evaluated by DNA melting temperature (T_m) analysis.     

New [(D-terpyridine)-Ru-(D or A-terpyridine)][4-EtPhCO2]2 complexes (D = electron donor group; A = electron acceptor group) as active second-order non linear optical chromophores

The dipolar and octupolar contributions of the second order nonlinear optical properties of [(4'-(C(6)H(4)-p-D)-2,2':6',2'-terpyridine)-Ru-(4'-(C(6)H(4)-p-A)-2,2':6',2'-terpyridine)]Y(2) heteroleptic complexes (D and A are donor and acceptor groups, respectively), and related free terpyridines and homoleptic complexes, have been obtained by means of a comprehensive combination of Electric Field Induced Second Harmonic generation, Third Harmonic Generation, and Harmonic Light Scattering measurements. These results evidence how a metal can act as a bridge between two π-delocalized terpyridine moieties bearing a D and an A group, respectively, leading to a large quadratic hyperpolarizability hugely dominated by the octupolar contribution.