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Picolinic Acid (picolinic + acid)
Selected AbstractsSynthesis and Characterization of Red-Emitting Iridium(III) Complexes for Solution-Processable Phosphorescent Organic Light-Emitting DiodesADVANCED FUNCTIONAL MATERIALS, Issue 14 2009Seung-Joon Lee Abstract A new series of highly efficient red-emitting phosphorescent Ir(III) complexes, (Et-CVz-PhQ)2Ir(pic-N-O), (Et-CVz-PhQ)2Ir(pic), (Et-CVz-PhQ)2Ir(acac), (EO-CVz-PhQ)2Ir(pic-N-O), (EO-CVz-PhQ)2Ir(pic), and (EO-CVz-PhQ)2Ir(acac), based on carbazole (CVz)-phenylquinoline (PhQ) main ligands and picolinic acid N-oxide (pic-N-O), picolinic acid (pic), and acetylacetone (acac) ancillary ligands, are synthesized for phosphorescent organic light-emitting diodes (PhOLEDs), and their photophysical, electrochemical, and electroluminescent (EL) properties are investigated. All of the Ir(III) complexes have high thermal stability and emit an intense red light with an excellent color purity at CIE coordinates of (0.65,0.34). Remarkably, high-performance solution-processable PhOLEDs were fabricated using Ir(III) complexes with a pic-N-O ancillary ligand with a maximum external quantum efficiency (5.53%) and luminance efficiency (8.89,cd,A,1). The novel use of pic-N-O ancillary ligand in the synthesis of phosphorescent materials is reported. The performance of PhOLEDs using these Ir(III) complexes correlates well with the results of density functional theory calculations. [source] Water Stability and Luminescence of Lanthanide Complexes of Tripodal Ligands Derived from 1,4,7-Triazacyclononane: Pyridinecarboxamide versus Pyridinecarboxylate DonorsHELVETICA CHIMICA ACTA, Issue 11 2009Grégory Nocton Abstract A series of europium(III) and terbium(III) complexes of three 1,4,7-triazacyclononane-based pyridine containing ligands were synthesized. The three ligands differ from each other in the substitution of the pyridine pendant arm, namely they have a carboxylic acid, an ethylamide, or an ethyl ester substituent, i.e., these ligands are 6,6,,6,-[1,4,7-triazacyclononane-1,4,7-triyltris(methylene)]tris[pyridine-2-carboxylic acid] (H3tpatcn), -tris[pyridine-2-carboxamide] (tpatcnam), and -tris[pyridine-2-carboxylic acid] triethyl ester (tpatcnes) respectively. The quantum yields of both the europium(III) and terbium(III) emission, upon ligand excitation, were highly dependent upon ligand substitution, with a ca. 50-fold decrease for the carboxamide derivative in comparison to the picolinic acid (=pyridine-2-carboxylic acid) based ligand. Detailed analysis of the radiative rate constants and the energy of the triplet states for the three ligand systems revealed a less efficient energy transfer for the carboxamide-based systems. The stability of the three ligand systems in H2O was investigated. Although hydrolysis of the ethyl ester occurred in H2O for the [Ln(tpatcnes)](OTf)3 complexes, the tripositive [Ln(tpatcnam)](OTf)3 complexes and the neutral [Ln(tpatcn)] complexes showed high stability in H2O which makes them suitable for application in biological media. The [Tb(tpatcn)] complex formed easily in H2O and was thermodynamically stable at physiological pH (pTb 14.9), whereas the [Ln(tpatcnam)](OTf)3 complexes showed a very high kinetic stability in H2O, and once prepared in organic solvents, remained undissociated in H2O. [source] Enhancement of crystalline perfection by organic dopants in ZTS, ADP and KHP crystals as investigated by high-resolution XRD and SEMJOURNAL OF APPLIED CRYSTALLOGRAPHY, Issue 6 2006S. Parthiban To reveal the influence of complexing agents on crystalline perfection, tristhiourea zinc(II) sulfate (ZTS), ammonium dihydrogen phosphate (ADP) and potassium hydrogen phthalate (KHP) crystals grown by slow-evaporation solution growth technique using low concentrations (5 × 10,3M) of dopants like ethylenediamminetetraacetic acid (EDTA) and 1,10-phenanthroline (phen) were characterized by high-resolution X-ray diffractometry (XRD) and scanning electron microscopy (SEM). High-resolution diffraction curves (DCs) recorded for ZTS and ADP crystals doped with EDTA show that the specimen contains an epilayer, as observed by the additional peak in the DC, whereas undoped specimens do not have such additional peaks. On etching the surface layer, the additional peak due to the epilayer disappears and a very sharp DC is obtained, with full width at half-maximum (FWHM) of less than 10,arcsec, as expected from the plane wave dynamical theory of X-ray diffraction for an ideally perfect crystal. SEM micrographs also confirm the existence of an epilayer in doped specimens. The ZTS specimen has a layer with a rough surface morphology, having randomly oriented needles, whereas the ADP specimen contains a layer with dendric structure. In contrast to ADP and ZTS crystals, the DC of phen-doped KHP shows no additional peak, but it is quite broad (FWHM = 28,arcsec) with a high value of integrated intensity, , (area under the DC). The broadness of the DC and the high value of , indicate the formation of a mosaic layer on the surface of the crystal. However, similar to ADP and ZTS, the DC recorded after etching the surface layer of the KHP specimen shows a very sharp peak with an FWHM of 8 arcsec. An SEM photograph of phen-doped KHP shows deep cracks on the surface, confirming the mosaicity. After removing the surface layer, the SEM pictures reveal a smooth surface. A similar trend is observed with other complexing agents, like oxalic acid, bipy and picolinic acid. However, only typical examples are described in the present article where the effects were observed prominently. The investigations on ZTS, ADP and KHP crystals, employing high-resolution XRD and SEM studies, revealed that some organic dopants added to the solution during the growth lead to the formation of a surface layer, due to complexation of these dopants with the trace metal ion impurities present in the solution, which prevents the entry of impurities, including the solvent, into the crystal, thereby assisting crystal growth with high crystalline perfection. The influence of organic dopants on the second harmonic generation efficiency is also investigated. [source] Three-dimensional hydrogen-bonded structures in the 1:1 proton-transfer compounds of l -tartaric acid with the associative-group monosubstituted pyridines 3-aminopyridine, 3-carboxypyridine (nicotinic acid) and 2-carboxypyridine (picolinic acid)ACTA CRYSTALLOGRAPHICA SECTION C, Issue 1 2010Graham Smith The 1:1 proton-transfer compounds of l -tartaric acid with 3-aminopyridine [3-aminopyridinium hydrogen (2R,3R) -tartrate dihydrate, C5H7N2+·C4H5O6,·2H2O, (I)], pyridine-3-carboxylic acid (nicotinic acid) [anhydrous 3-carboxypyridinium hydrogen (2R,3R)-tartrate, C6H6NO2+·C4H5O6,, (II)] and pyridine-2-carboxylic acid [2-carboxypyridinium hydrogen (2R,3R)-tartrate monohydrate, C6H6NO2+·C4H5O6,·H2O, (III)] have been determined. In (I) and (II), there is a direct pyridinium,carboxyl N+,H...O hydrogen-bonding interaction, four-centred in (II), giving conjoint cyclic R12(5) associations. In contrast, the N,H...O association in (III) is with a water O-atom acceptor, which provides links to separate tartrate anions through Ohydroxy acceptors. All three compounds have the head-to-tail C(7) hydrogen-bonded chain substructures commonly associated with 1:1 proton-transfer hydrogen tartrate salts. These chains are extended into two-dimensional sheets which, in hydrates (I) and (III) additionally involve the solvent water molecules. Three-dimensional hydrogen-bonded structures are generated via crosslinking through the associative functional groups of the substituted pyridinium cations. In the sheet struture of (I), both water molecules act as donors and acceptors in interactions with separate carboxyl and hydroxy O-atom acceptors of the primary tartrate chains, closing conjoint cyclic R44(8), R34(11) and R33(12) associations. Also, in (II) and (III) there are strong cation carboxyl,carboxyl O,H...O hydrogen bonds [O...O = 2.5387,(17),Å in (II) and 2.441,(3),Å in (III)], which in (II) form part of a cyclic R22(6) inter-sheet association. This series of heteroaromatic Lewis base,hydrogen l -tartrate salts provides further examples of molecular assembly facilitated by the presence of the classical two-dimensional hydrogen-bonded hydrogen tartrate or hydrogen tartrate,water sheet substructures which are expanded into three-dimensional frameworks via peripheral cation bifunctional substituent-group crosslinking interactions. [source] Characterization of a dual specificity aryl acid adenylation enzyme with dual function in nikkomycin biosynthesisBIOPOLYMERS, Issue 9 2010Mary Moon Abstract Nikkomycin Z is a dipeptide antifungal antibiotic characterized by two nonproteinogenic amino acids, nikkomycin CZ and 4-(4,-hydroxy-2,-pyridinyl)-homothreonine (HPHT). The HPHT scaffold is assembled by an aldol reaction between 2-oxobutyrate and picolinaldehyde, the latter of which is derived from picolinic acid that is activated and loaded to coenzyme A by the aryl-activating adenylation enzyme, NikE. We now provide evidence that NikE is also involved in the activation and loading of the ,-keto acid precursor, 4-(2,-pyridinyl)-2-oxo-4-hydroxyisovalerate (POHIV), to a phosphopantetheinyl group of an acyl carrier protein domain of NikT. POHIV was synthesized using Escherichia coli 2-dehydro-3-deoxy-phosphogluconate aldolase, and phenylalanine dehydrogenase from Bacillus sp. NRRL B-14911 was used to prepare the ,-amino acid, 4-(2,-pyridinyl)-homothreonine (PHT). Using the carboxylic acid-dependent, ATP-[32P]PPi exchange assay, NikE is shown to activate both picolinic acid and POHIV but not PHT. Furthermore, NikE loads POHIV to holo-NikT to generate a new thioester-linked intermediate, which was not observed using a NikT(S33A) mutant. Thus, NikE activates two distinct carboxylic acids to form two new thioester intermediates, one of which is subsequently reduced to the aldehyde and the other that likely serves as a substrate for the aminotransferase domain of NikT prior to condensation with nikkomycin CZ to yield the dipeptide. © 2010 Wiley Periodicals, Inc. Biopolymers 93: 791,801, 2010. [source] New ligands for the Fe(III)-mediated reverse atom transfer radical polymerization of methyl methacrylateJOURNAL OF POLYMER SCIENCE (IN TWO SECTIONS), Issue 9 2006Gang Wang Abstract A series of (di)picolinic acids and their derivates are investigated as novel complexing tridentate or bidentate ligands in the iron-mediated reverse atom transfer radical polymerization of methyl methacrylate in N,N -dimethylformamide at 100 °C with 2,2,-azobisisobutyrontrile as an initiator. The polymerization rates and polydispersity indices (1.32,1.8) of the resulting polymers are dependent on the structures of the ligands employed. Different iron complexes may be involved in iron-mediated reverse atom transfer radical polymerization, depending on the type of acid used. 1H NMR spectroscopy has been used to study the structure of the resulting polymers. Chain-extension reactions have been performed to further confirm the living nature of this catalytic system. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 2912,2921, 2006 [source] | |||||||||||||