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Journal articles on the topic '-(Hydroxymethyl)pyridine'

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Published: 4 June 2021

Last updated: 8 February 2022

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1

Maskey, Rajendra P., Felix Huth, Iris Grün-Wollny, and Hartmut Laatsch. "2-Alkyl-3,4-dihydroxy-5-hydroxymethylpyridine Derivatives: New Natural Vitamin B6 Analogues from a Terrestrial Streptomyces sp." Zeitschrift für Naturforschung B 60, no. 1 (2005): 63–66. http://dx.doi.org/10.1515/znb-2005-0110.

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The ethyl acetate extract of the strain Streptomyces sp. GW23/1540 has yielded four new 2-alkyl-5-(hydroxymethyl)pyridine-3,4-diols, 5-hydroxymethyl-2-isopropyl-pyridine-3,4-diol (1a), 5-hydroxymethyl-2-propyl-pyridine-3,4-diol (1b), 2-sec-butyl-5-hydroxymethyl-pyridine-3,4-diol (1c), and 5-hydroxymethyl-2-isobutyl-pyridine-3,4-diol (1d). Similarly, the strain Streptomyces sp. GW63/1571 afforded 2-sec-butyl-5-hydroxymethyl-pyridine-3,4-diol (1c) and another new natural product, (3aS, 7aR)-3a-hydroxy-3a,4,7,7a-tetrahydro-1-benzofuran-2(3H)-on e (3), together with anthranilic acid, anthranilamide, and phenylacetamide. The new natural products were inactive against three micro algae, the fungus Mucor miehei, the yeast Candida albicans, and the bacteria Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Streptomyces viridochromogenes.

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2

Werner, Julia, Inke Jess та Christian Näther. "Crystal structure of poly[[μ-4-(hydroxymethyl)pyridine-κ2N:O][4-(hydroxymethyl)pyridine-κN](μ-thiocyanato-κ2N:S)(thiocyanato-κN)cadmium]". Acta Crystallographica Section E Crystallographic Communications 71, № 6 (2015): m129—m130. http://dx.doi.org/10.1107/s2056989015008890.

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The crystal structure of the title compound, [Cd(NCS)2(C6H7NO)2]nis made up of Cd2+cations that are coordinated by three thiocyanate ligands and three 4-(hydroxymethyl)pyridine ligands within distorted N4OS octahedra. The asymmetric unit consists of one Cd2+cation, two thiocyanate anions and two 4-(hydroxymethyl)pyridine ligands in general positions. Two Cd2+cations are linked by two μ-1,3N- andS-bonding thioycanate anions into dimers which are further linked into branched chains along [100] by two μ-1,6N- andO-bonding 4-(hydroxymethyl)pyridine ligands. One additionalN-bonded 4-(hydroxymethyl)pyridine ligand and one additionalN-bonded thiocyanate anion are only terminally bonded to the metal cation. Interchain O—H...S hydrogen bonds between the hydroxy H atoms and one of the thiocyanate S atoms connect the chains into a three-dimensional network.

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3

Goswami, Shyamaprosad, Swapan Dey, Hoong-Kun Fun, and Suchada Chantrapromma. "2-Amino-6-(hydroxymethyl)pyridine." Acta Crystallographica Section E Structure Reports Online 62, no. 8 (2006): o3225—o3227. http://dx.doi.org/10.1107/s1600536806025499.

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4

Wu, Ya-Ming, Chang-Chuan Dong, Shan Liu, Hong-Jun Zhu, and Yi-Zu Wu. "5-Bromo-2-(hydroxymethyl)pyridine." Acta Crystallographica Section E Structure Reports Online 62, no. 5 (2006): o2102—o2103. http://dx.doi.org/10.1107/s1600536806015066.

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5

Arjunan, V., P. S. Balamourougane, S. Thillai Govindaraja, and S. Mohan. "A comparative study on vibrational, conformational and electronic structure of 2-(hydroxymethyl)pyridine and 3-(hydroxymethyl)pyridine." Journal of Molecular Structure 1018 (June 2012): 156–70. http://dx.doi.org/10.1016/j.molstruc.2012.03.017.

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6

Görlitz, Jessica J., Pia Nielsen, Hans Toftlund, and Andrew D. Bond. "2,6-Bis[bis(2-pyridyl)hydroxymethyl]pyridine." Acta Crystallographica Section E Structure Reports Online 60, no. 8 (2004): o1319—o1320. http://dx.doi.org/10.1107/s1600536804016368.

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7

Miklovič, Jozef, Dušan Valigura, Roman Boča, and Ján Titiš. "A mononuclear Ni(ii) complex: a field induced single-molecule magnet showing two slow relaxation processes." Dalton Transactions 44, no. 28 (2015): 12484–87. http://dx.doi.org/10.1039/c5dt01213a.

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The complex [Ni(pydc)(pydm)]·H<sub>2</sub>O, pyridine-2,6-dicarboxylato-2,6-bis(hydroxymethyl)pyridine-nickel(ii) monohydrate, possesses a sizable magnetic anisotropy, D/hc = −14 cm<sup>−1</sup>. It displays superparamagnetic behavior in an applied external field that culminates at B<sub>DC</sub> = 0.2 T.

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8

Ramos-Lima, F. J., A. G. Quiroga, José M. Pérez, and Carmen Navarro-Ranninger. "Preparation, characterization and cytotoxic activity of new compounds trans-[PtCl2NH3(3-(hydroxymethyl)-pyridine)] and trans-[PtCl2NH3(4-(hydroxymethyl)-pyridine)]." Polyhedron 22, no. 25-26 (2003): 3379–81. http://dx.doi.org/10.1016/j.poly.2003.08.011.

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9

Hamamci, S., Veysel T. Yilmaz, and Carsten Thöne. "cis-Diaquabis[2-(hydroxymethyl)pyridine]nickel(II) dichloride." Acta Crystallographica Section E Structure Reports Online 60, no. 1 (2003): m6—m8. http://dx.doi.org/10.1107/s1600536803026862.

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10

He, Feng, та Di Liu. "Bis[2-(hydroxymethyl)pyridine-κ2N,O]dinitratocopper(II)". Acta Crystallographica Section E Structure Reports Online 61, № 7 (2005): m1350—m1351. http://dx.doi.org/10.1107/s1600536805018696.

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11

Sun, Lei, Hui Chen, Chengbing Ma, and Changneng Chen. "A new topology of hexanuclear [MnIII4LnIII2] clusters: syntheses, structures, and magnetic properties." RSC Advances 6, no. 15 (2016): 12408–13. http://dx.doi.org/10.1039/c5ra25526k.

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A new topology of hexanulcear Mn/Ln clusters with the 2-(hydroxymethyl)pyridine as ligand have been synthesized. The soild-state dc magnetic susceptibility analyses exhibit antiferromagnetic interactions within two compounds.

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12

Jašková, Jana, Dušan Mikloš, Peter Segľa, Reijo Sillanpää та Jan Moncol. "catena-Poly[[bis(3-pyridylmethanol-κN)copper(II)]-μ-oxalato-1κ2 O 1,O 2:2κ2 O 1′,O 2′]". Acta Crystallographica Section E Structure Reports Online 63, № 3 (2007): m910—m912. http://dx.doi.org/10.1107/s1600536807008471.

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In the title compound, [Cu(C2O4)(C6H7NO)2] n , the CuII atom is six-coordinated in a slightly deformed elongated octahedral arrangement and the 3-(hydroxymethyl)pyridine ligand, surprisingly, acts as a monodentate ligand coordinated only through the N atom of the pyridine ring. The oxalate ligands, on inversion centres, bridge the metal ions, forming infinite chains. The chains are linked by intermolecular O—H...O hydrogen bonds into a three-dimensional network.

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13

Gerber, T. I. A., J. Perils, J. G. H. Du Preez, and G. Bandoli. "Chelation of 2,6-Bis(hydroxymethyl)pyridine incis-Dichloro(triphenylphosphine-P)[2-(oxymethylene-O)-6-(hydroxymethyl)pyridine-N]oxorhenium(V)–Water (2/1)." Acta Crystallographica Section C Crystal Structure Communications 53, no. 2 (1997): 217–19. http://dx.doi.org/10.1107/s0108270196013030.

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14

Zhang, Wen-Hua, Norlela Binte Sulaiman, P. X. Shaun Tio, and T. S. Andy Hor. "Nuclearity growth towards Ni(ii) cubane in self-assembly with 2-hydroxymethyl pyridine (hmpH) and 5-ethoxycarbonyl-2-hydroxymethyl pyridine (5-ehmpH)." CrystEngComm 13, no. 8 (2011): 2915. http://dx.doi.org/10.1039/c0ce00831a.

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15

van Staveren, Dave R., Gerard A. van Albada, Syb Gorter, Jaap G. Haasnoot, and Jan Reedijk. "Synthesis, characterization and luminescence properties of lanthanide(III) compounds with 2,6-di(hydroxymethyl)pyridine and the related 2,6-di(hydroxymethyl-d2)pyridine ligand. X-ray structure of [Sm(2,6-di(hydroxymethyl)pyridine)3](NO3)3." Inorganica Chimica Acta 300-302 (April 2000): 1104–8. http://dx.doi.org/10.1016/s0020-1693(00)00019-0.

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16

Sun, Lei, Hui Chen, Chengbing Ma, and Changneng Chen. "Dodenuclear [MnIII8LnIII4] clusters with 2-(hydroxymethyl)pyridine: syntheses, structures, and magnetic properties." Dalton Transactions 44, no. 48 (2015): 20964–71. http://dx.doi.org/10.1039/c5dt03130c.

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Dodenuclear Mn/Ln clusters with 2-(hydroxymethyl)pyridine as a ligand have been synthesized. Complexes 1 and 5 showed a frequency-dependent decrease in χ′<sub>M</sub>T and an out-of-phase χ′′<sub>M</sub> peak maximum, indicating slow magnetic relaxation and potential SMM behaviour.

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17

Coletta, Marco, Sergio Sanz, Euan K. Brechin, and Scott J. Dalgarno. "With complements of the ligands: an unusual S-shaped [Mn7]2 assembly from tethered calixarenes." Dalton Transactions 49, no. 28 (2020): 9882–87. http://dx.doi.org/10.1039/d0dt01766c.

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A large S-shaped [MnIII5MnII2]<sub>2</sub> assembly (∼40 Å top to tail) has been formed with bis-p-<sup>t</sup>Bu-calix[4]arene and 2-(hydroxymethyl)pyridine as a co-ligand, with the former existing unusually in both syn and anti-conformations (as shown).

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18

Shaikh, M. Mobin, Veenu Mishra, Priti Ram та Anil Birla. "Bis[2-(2-hydroxymethyl)pyridine-κ2N,O](pivalato-κO)copper(II)". Acta Crystallographica Section E Structure Reports Online 68, № 8 (2012): m1055. http://dx.doi.org/10.1107/s1600536812030917.

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The structure of the centrosymmetric title complex, [Cu(C5H9O2)2(C6H7NO)2], has the CuIIatom on a centre of inversion. The CuIIatom is six-coordinate with a distorted octahedral geometry, defined by the N and O atoms of the chelating 2-(2-hydroxymethyl)pyridine ligands and two carboxylate O atoms from two monodentate pivalate ions. The crystal packing is stabilized by intermolecular C—H...O and intramolecular O—H...O hydrogen-bond interactions.

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19

Liu, Ting, Yu-Peng Pan, Suna Wang, and Jian-Min Dou. "Two novel lead(II) complexes of 2-(hydroxymethyl)pyridine: a threefold diamondoid supramolecular network based on Pb4O4cores and a two-dimensional (4,4) network based on Pb2O2units." Acta Crystallographica Section C Crystal Structure Communications 69, no. 4 (2013): 394–99. http://dx.doi.org/10.1107/s0108270113006987.

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Reactions of 2-(hydroxymethyl)pyridine (Hhmp) with PbCl2and Pb(NO3)2at room temperature led to the formation of two novel compounds, namely tetrakis[μ3-(pyridin-2-yl)methanolato]-tetrahedro-tetrakis[chloridolead(II)], [Pb4(C6H6NO)4Cl4], (I), and poly[(μ2-nitrato)[μ2-(pyridin-2-yl)methanolato]lead(II)], [Pb(C6H6NO)(NO3)]n, (II). Compound (I) exhibits a tetranuclear Pb4O4cubane structure, which is connected through π–π stacking interactions between the pyridine groups of the (pyridin-2-yl)methanolate (hmp−) ligands and through C—H...Cl interactions to form an interesting threefold diamondoid network. Compound (II) possesses two-dimensional (4,4)-sql topology based on a Pb2O2unit, which is further extended into a three-dimensional supramolecular network through π–π stacking interactions between adjacent pyridine rings and through C—H...O interactions between the pyridine C atoms of the hmp−ligands and the nitrate anions.

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20

Wang, Fang-Ming, Chang-Sheng Lu, Yi-Zhi Li, and Qing-Jin Meng. "A tetranuclear cobalt(III) cluster with 2-(hydroxymethyl)pyridine ligands." Acta Crystallographica Section E Structure Reports Online 66, no. 5 (2010): m594. http://dx.doi.org/10.1107/s1600536810015369.

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21

Jozefíková, Flóra, Milan Mazúr, Miroslava Puchoňová, and Dušan Valigura. "Nitrosalicylatocopper(II) complexes with chelating pyridine derivatives." Acta Chimica Slovaca 11, no. 1 (2018): 21–25. http://dx.doi.org/10.2478/acs-2018-0004.

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Abstract Three new nitrosalicylatocopper(II) complexes have been prepared and characterized. Compounds of the composition Cu(5-NSal)2(2-ampy)2 (1), Cu(5-NSal)2(2-hmpy)2 (2) and Cu(3,5-DNSal)2(2-hmpy)2 (3), where 2-ampy = (2-aminomethyl)pyridine, 2-hmpy = (2-hydroxymethyl)pyridine, 5-NSal = 5-nitrosalicylate anion and 3,5-DNSal = 3,5-dinitrosalicylate anion, were characterized by elemental analyses, EPR and IR spectroscopy. EPR spectra are consistent with the dx2-y2ground electronic state. Spectral properties have shown “classic” monodentate coordination of 5-nitrosalicylate anion. Similarly, bonding mode of the 3,5‑dinitrosalicylate anion in (3) is assumed to be unidentate via the carboxyl group, which is surprising compared with the previously studied complex, where the preferred coordination via the phenolate group anion was observed.

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22

Eidamshaus, Christian, and Hans-Ulrich Reissig. "Application of novel enantiopure hydroxymethyl-substituted pyridine derivatives in asymmetric catalysis." Tetrahedron: Asymmetry 22, no. 16-17 (2011): 1644–52. http://dx.doi.org/10.1016/j.tetasy.2011.08.017.

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23

Bonfantini, Edia E., Anthony K. Burrell, Wayne M. Campbell, et al. "Efficient synthesis of free-base 2-formyl-5,10,15,20-tetraarylporphyrins, their reduction and conversion to [(porphyrin-2-yl)methyl]phosphonium salts." Journal of Porphyrins and Phthalocyanines 06, no. 11 (2002): 708–19. http://dx.doi.org/10.1142/s108842460200083x.

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A highly efficient synthesis of 2-formyl-5,10,15,20-tetraarylporphyrins, 1 and 2, that can be carried out on multi-gram scales is reported. The key steps in the sequence involve use of copper(II) chelation to ensure very efficient electrophilic substitution, and the demetalation of the intermediate iminium salt that results from Vilsmeier-Haack formylation of the copper(II) porphyrins prior to base-catalyzed hydrolysis of the salt to the corresponding free-base 2-formylporphyrin. This sequence avoids the formation of by-products that inevitably result when the formyl group is subjected to acidic conditions. Borohydride reduction of (metallo)-2-formylporphyrins give the corresponding 2-hydroxymethyl-porphyrins in quantitative yield. Catalytic reduction of copper(II) 2-hydroxymethyl-5,10,15,20-tetraphenylporphyrin 15 with hydrogen under acidic conditions affords 2-methyl-5,10,15,20-tetraphenylporphyrin 20 in 60% yield. Treatment of 2-hydroxymethyl-porphyrins with thionyl chloride in dry pyridine yields the corresponding 2-chloromethyl-porphyrins in good yields. The 2-chloromethyl-porphyrins give the corresponding triphenyl[(porphyrin-2-yl)methyl]phosphonium chlorides in 90% yield on treatment with PPh 3 in boiling chloroform. These salts are useful building blocks for the synthesis of conjugated porphyrin dimers and higher oligomers.

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24

Di Salvo, Florencia, Francesc Teixidor, Clara Viñas, and José Giner Planas. "A Distinct Tetradentate N2O2-type Ligand: (o-Carboranyl)bis(2-hydroxymethyl)pyridine." Zeitschrift für anorganische und allgemeine Chemie 639, no. 7 (2013): 1194–98. http://dx.doi.org/10.1002/zaac.201300116.

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25

Prasanna, M. K., M. Sithambaresan, K. Pradeepkumar, and M. R. Prathapachandra Kurup. "N′-{(E)-[5-(Hydroxymethyl)furan-2-yl]methylidene}pyridine-4-carbohydrazide dihydrate." Acta Crystallographica Section E Structure Reports Online 69, no. 8 (2013): o1342—o1343. http://dx.doi.org/10.1107/s1600536813020114.

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26

Gupta, Akhilesh Kumar, та Jinkwon Kim. "Bis{μ-[6-(hydroxymethyl)-2-pyridyl]methanolato-κ3N,O:O}bis{[2,6-bis(hydroxymethyl)pyridine-κ3O,N,O′]copper(II)} diacetate". Acta Crystallographica Section C Crystal Structure Communications 59, № 7 (2003): m262—m264. http://dx.doi.org/10.1107/s0108270103009326.

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27

Sun, Zhenhua, Wayne Lo та Larry W. McLaughlin. "6-Amino-3-(β-D-2-deoxy-erythro-furanosyl)-2-fluoropyridine: a nucleoside analogue". Acta Crystallographica Section E Structure Reports Online 62, № 4 (2006): o1437—o1439. http://dx.doi.org/10.1107/s1600536806007707.

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The title compound [systematic name: (2R,3R,5R)-5-(6-amino-2-fluoropyridin-3-yl)-2-(hydroxymethyl)-2,3,4,5-tetrahydrofuran-3-ol], C10H13FN2O3, is a C-nucleoside with fluorine replacing the O2 carbonyl of deoxycytidine (dC). The furanose ring adopts a C2′-endo conformation, while the orientation of the pyridine ring with respect to the sugar group is anti. The C-glycosidic bond torsion angle χ is anti [−121.32 (13)°]. The C—C glycosidic bond is 1.4952 (17) Å in length, while the C—F bond length is 1.3463 (16) Å.

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28

Eidamshaus, Christian, and Hans-Ulrich Reissig. "A Chiral Pool Strategy for the Synthesis of Enantiopure Hydroxymethyl-Substituted Pyridine Derivatives." European Journal of Organic Chemistry 2011, no. 30 (2011): 6056–69. http://dx.doi.org/10.1002/ejoc.201100681.

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29

Eidamshaus, Christian, and Hans-Ulrich Reissig. "ChemInform Abstract: Application of Novel Enantiopure Hydroxymethyl-Substituted Pyridine Derivatives in Asymmetric Catalysis." ChemInform 43, no. 17 (2012): no. http://dx.doi.org/10.1002/chin.201217023.

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30

Bissantz, Caterina, Philippe Bisel, and Gilbert Schlewer. "C- or O-Alkylation of 5-Ethoxycarbonyl-2-Hydroxymethyl Pyridine with Arylmethane Derivatives." Synlett 1998, no. 2 (1998): 133–34. http://dx.doi.org/10.1055/s-1998-1603.

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31

Fernandez, María Alejandra, Juan Camilo Barona, Dorian Polo-Cerón, and Manuel N. Chaur. "Estudios fotoquímicos y electroquímicos de complejos lantánidos de 6-(hidroximetil)piridin- 2-carboxaldehído[2- metilpirimidina-4,6-diil] bishidrazona." Revista Colombiana de Química 43, no. 1 (2015): 5–11. http://dx.doi.org/10.15446/rev.colomb.quim.v43n1.50540.

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<p>Herein we report the synthesis of the 6-(hydroxymethyl)pyridine-2- carboxaldehyde[2-methyl-pyrimidine- 4,6-diyl]bis-hydrazone by a condensation reaction between 6-(hydroxymethyl) picolinaldehyde with 4,6-(bis-hydrazino)-2- methylpyrimidine. This bis-hydrazone can be visualized as a two-arm system which exhibits photochemical induced [E,E]/[E,Z]/[Z,Z’] isomerizations and double coordination to metal centers. Configurational changes, upon UV light irradiation, were followed over time by 1 H NMR, establishing that isomerization, in both arms, is a consecutive reaction that follows first-order kinetics (k1 = 4.06 x 10-4 s-1 and k2 = 2.80 x 10-4 s-1). Furthermore, the synthesis of bis-hydrazone metal complexes with La (III) and Sm (III) ions was achieved; subsequently, the absorption and emission properties of these complexes were studied, determining the fluorescence quantum yields, 𝟇La= 0.2024 and 𝟇Sm= 0.1413. Electrochemical studies of the complexes were conducted by square wave voltammetry, demonstrating that the bis-hydrazone and its complexes are electroactive species between +1.5 and -2.5 V.</p>

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32

Lv, Hong-Mei, Su-Na Wang, Da-Cheng Li, and Jian-Min Dou. "A one-dimensional coordination polymer with a capped [Cu4O4] cubane core assembled from 2-(hydroxymethyl)pyridine." Acta Crystallographica Section C Structural Chemistry 70, no. 9 (2014): 843–46. http://dx.doi.org/10.1107/s2053229614016581.

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The one-dimensional coordination polymercatena-poly[[[di-μ2-acetato-tetrakis[μ3-(pyridin-2-yl)methanolato]tetracopper(II)]-di-μ2-diacetamidato] acetonitrile monosolvate], {[Cu4(C6H6NO)4(CH3COO)2(C2N3)2]·CH3CN}n, has been prepared from the direct reaction of 2-(hydroxymethyl)pyridine with Cu(OAc)2·H2O (OAc−is acetate) in a methanol–acetonitrile mixture. The four Cu centres are bridged by four O atoms from discrete (pyridin-2-yl)methanolate ligands and two acetate groups, forming a capped [Cu4O4] cubane core. Each core is doubly bridged to each of two adjacent cores by [N(CN)2]−anions, resulting in one-dimensional chains. The magnetic properties of the complex were also studied.

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33

Werner, Julia, and Christian Näther. "Synthesis, crystal structures and properties of Ni(NCS)2-4-(hydroxymethyl)pyridine coordination compounds." Polyhedron 98 (September 2015): 96–104. http://dx.doi.org/10.1016/j.poly.2015.06.004.

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34

Li, Dacheng, Huisheng Wang, Suna Wang, et al. "A Linear Tetranuclear Single-Molelcule Magnet of MnII2MnIII2with the Anion of 2-(Hydroxymethyl)pyridine." Inorganic Chemistry 49, no. 8 (2010): 3688–90. http://dx.doi.org/10.1021/ic100224j.

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35

Winter, Silke, Wilhelm Seichter, and Edwin Weber. "Syntheses and crystal structures of cobalt and nickel complexes of 2,6-bis(hydroxymethyl)pyridine." Journal of Coordination Chemistry 57, no. 12 (2004): 997–1014. http://dx.doi.org/10.1080/00958970412331272395.

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36

Iwasa, Seiji, Futoshi Takezawa, Yasunori Tuchiya, and Hisao Nishiyama. "Asymmetric cyclopropanation in protic media conducted by chiral bis(hydroxymethyl-dihydrooxazolyl)pyridine–ruthenium catalysts." Chemical Communications, no. 1 (2001): 59–60. http://dx.doi.org/10.1039/b008516m.

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37

Chen, Xinjie, Ping Chen, Jie Zhang, Shaowei Zhang, Xianyong Yu, and Xiaofang Li. "NMR study on the coordination of diperoxovanadium(V) complexes with 2-hydroxymethyl pyridine derivatives." Journal of Coordination Chemistry 71, no. 19 (2018): 3117–26. http://dx.doi.org/10.1080/00958972.2018.1512707.

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38

,, Fernande D., Corinne Bensimon, and André L. Beauchamp. "Multinuclear NMR spectra of [Pt(L)Cl3]− (L = pyridine derivatives) complexes and crystal structure of trans-Pt(2,6-di(hydroxymethyl)pyridine)2Cl2•2H2O." Canadian Journal of Chemistry 74, no. 11 (1996): 2121–30. http://dx.doi.org/10.1139/v96-241.

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Complexes of the type [Pt(L)Cl3]− (L = pyridine derivative) were synthesized and studied by 13C and 195Pt NMR spectroscopies. The 195Pt signals were observed between −1720 and −1897 ppm. No correlation between the δ(Pt) and the pKa of the protonated pyridine derivatives was found. The chemical shifts vary with the substituents on the pyridine ligand. Compounds with substituents in ortho positions were observed at lower fields, except for complexes containing hydroxy or amine groups. The latter compounds were observed at higher fields, close to the signals of the Pt-unsubstituted pyridine compound. These results were explained in terms of the solvent effect. The chemical shifts δ(C) and the coupling constants J(13C–195Pt) were measured and the results interpreted with a view of obtaining information on the nature of the Pt—N bond. The possibility of π-bonding between platinum and the pyridine ligand is examined. The conformation of the pyridine ring in relation to the platinum plane and the energies of the rotation barriers around the Pt—N bond in these types of platinum(II) complexes are briefly discussed. The crystal structure of trans-Pt(2,6-(HOCH2)2py)2Cl2•2H2O was determined by X-ray diffraction. The compound is monoclinic, C2/m, a = 7.022(6), b = 15.646(13), c = 8.344(10) Å, β = 93.35(8)°, Z = 2, R = 0.037. The platinum atom is located at the junction of the twofold axis and the mirror plane, the N atoms and the para-C atom of the pyridine ring are situated on the twofold axis, and the chloride ligands are on the mirror plane. The compound crystallizes with molecules of water, which are H-bonded to the hydroxy groups. The Pt—Cl bond distance is 2.306(2) Å, and that of the Pt—N bond is 2.041 (6) Å. The dihedral angle between the platinum and the pyridine planes is 79.8°. Key words: platinum, pyridine derivatives, NMR, crystal structure.

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39

Badazhkova, Veronika D., Sergei V. Raik, Dmitry S. Polyakov, Daria N. Poshina, and Yury A. Skorik. "Effect of Double Substitution in Cationic Chitosan Derivatives on DNA Transfection Efficiency." Polymers 12, no. 5 (2020): 1057. http://dx.doi.org/10.3390/polym12051057.

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Recently, much effort has been expended on the development of non-viral gene delivery systems based on polyplexes of nucleic acids with various cationic polymers. Natural polysaccharide derivatives are promising carriers due to their low toxicity. In this work, chitosan was chemically modified by a reaction with 4-formyl-n,n,n-trimethylanilinium iodide and pyridoxal hydrochloride and subsequent reduction of the imine bond with NaBH4. This reaction yielded three novel derivatives, n-[4-(n’,n’,n’-trimethylammonium)benzyl]chitosan chloride (TMAB-CS), n-[(3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridine)methyl]chitosan chloride (Pyr-CS), and n-[4-(n’,n’,n’’-trimethylammonium)benzyl]-n-[(3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridine)methyl]chitosan chloride (PyrTMAB-CS). Their structures and degrees of substitution were established by 1H NMR spectroscopy as DS1 = 0.22 for TMAB-CS, DS2 = 0.28 for Pyr-CS, and DS1 = 0.21, DS2 = 0.22 for PyrTMAB-CS. Dynamic light scattering measurements revealed that the new polymers formed stable polyplexes with plasmid DNA encoding the green fluorescent protein (pEGFP-N3) and that the particles had the smallest size (110–165 nm) when the polymer:DNA mass ratio was higher than 5:1. Transfection experiments carried out in the HEK293 cell line using the polymer:DNA polyplexes demonstrated that Pyr-CS was a rather poor transfection agent at polymer:DNA mass ratios less than 10:1, but it was still more effective than the TMAB-CS and PyrTMAB-CS derivatives that contained a quaternary ammonium group. By contrast, TMAB-CS and PyrTMAB-CS were substantially more effective than Pyr-CS at higher polymer:DNA mass ratios and showed a maximum efficiency at 200:1 (50%–70% transfected cells). Overall, the results show the possibility of combining substituent effects in a single carrier, thereby increasing its efficacy.

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40

Medina, Rosa M, Jorge Rodríguez, Adoración G Quiroga, et al. "Influence of (Hydroxymethyl)pyridine and Pyridine-carboxylic Acids, intrans-Position to the Isopropylamine and Ammine Ligands, on the Cytotoxicity of Platinum Complexes." Chemistry & Biodiversity 5, no. 10 (2008): 2090–100. http://dx.doi.org/10.1002/cbdv.200890190.

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41

Song, Li-Cheng, Fu-Qiang Hu, Gao-Yu Zhao, Ji-Wei Zhang, and Wei-Wei Zhang. "Several New [Fe]Hydrogenase Model Complexes with a Single Fe Center Ligated to an Acylmethyl(hydroxymethyl)pyridine or Acylmethyl(hydroxy)pyridine Ligand." Organometallics 33, no. 22 (2014): 6614–22. http://dx.doi.org/10.1021/om5009296.

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42

Icsel, Ceyda, Veysel T. Yilmaz, Aysegul Golcu, Engin Ulukaya, and Orhan Buyukgungor. "Synthesis, crystal structures, DNA binding and cytotoxicity of two novel platinum(II) complexes containing 2-(hydroxymethyl)pyridine and pyridine-2-carboxylate ligands." Bioorganic & Medicinal Chemistry Letters 23, no. 7 (2013): 2117–22. http://dx.doi.org/10.1016/j.bmcl.2013.01.119.

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43

Eurica, M. Nogami, M. Dalmeida Gracinda, and Jorge Nozaki. "DIFFERENTIAL PULSE POLAROGRAPHIC DETERMINATION OF ARSENIC IN BITUMINOUS COAL." SOUTHERN BRAZILIAN JOURNAL OF CHEMISTRY 6, no. 7 (1998): 27–32. http://dx.doi.org/10.48141/sbjchem.v6.n7.1998.28_1998_2.pdf.

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Differential pulse polarography was employed for the determination of arsenic in bituminous coal from Figueiras, Parana, Brazil. The dried coal sample was crushed to -100 mesh, ashed, and treated with reducing reagents in acidic media. The arsine generated was collected and selectively oxidized to Al +3 using an absorbing solution of 0.1 mol.L -1 [tris(hydroxymethyl) aminomethane] ( TRIS) and 0. 002 mol.L -1 silver nitrate. A solution of TRIS and hydrochloric acid, pH -1, was used as supporting electrolyte for differential pulse polarographic determination of Al+3 in the concentration range 0.05 -0.60 μglmL. The average arsenic concentration found was 69.0 ± 2.6 mg.kg -1 and was in agreement with the spectrophotometric method using silver-diethyldithiocarbamate-pyridine.

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44

Bolós, Jordi, Santiago Gubert, Lluís Anglada, Angel Pérez, Aurelio Sacristán, and José A. Ortiz. "Studies on the hydrogenation of 6-(hydroxymethyl)pyridine-2-carboxylates and its application to the synthesis of 6-(hydroxymethyl)piperidine-2-carboxylic acid derivatives." Journal of Heterocyclic Chemistry 31, no. 6 (1994): 1493–96. http://dx.doi.org/10.1002/jhet.5570310635.

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45

Song, Li-Cheng, Zhao-Jun Xie, Miao-Miao Wang, Gao-Yu Zhao, and Hai-Bin Song. "Biomimetic Models for the Active Site of [Fe]Hydrogenase Featuring an Acylmethyl(hydroxymethyl)pyridine Ligand." Inorganic Chemistry 51, no. 14 (2012): 7466–68. http://dx.doi.org/10.1021/ic301146u.

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46

Bolchi, Cristiano, Marco Pallavicini, Laura Fumagalli, Barbara Moroni, Chiara Rusconi, and Ermanno Valoti. "Univocal syntheses of 2- and 3-hydroxymethyl-2,3-dihydro[1,4]dioxino[2,3-b]pyridine enantiomers." Tetrahedron: Asymmetry 16, no. 20 (2005): 3380–84. http://dx.doi.org/10.1016/j.tetasy.2005.09.003.

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47

BISSANTZ, C., P. BISEL, and G. SCHLEWER. "ChemInform Abstract: C- or O-Alkylation of 5-Ethoxycarbonyl-2-hydroxymethyl Pyridine with Arylmethane Derivatives." ChemInform 29, no. 23 (2010): no. http://dx.doi.org/10.1002/chin.199823138.

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48

Eidamshaus, Christian, and Hans-Ulrich Reissig. "ChemInform Abstract: A Chiral Pool Strategy for the Synthesis of Enantiopure Hydroxymethyl-Substituted Pyridine Derivatives." ChemInform 43, no. 13 (2012): no. http://dx.doi.org/10.1002/chin.201213160.

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49

Sun, Lei, Hui Chen, and Changneng Chen. "Hexanuclear and Tetranuclear Mn/Ln clusters using 2-(hydroxymethyl)pyridine: Synthesis, structures and magnetic properties." Applied Organometallic Chemistry 31, no. 12 (2017): e3846. http://dx.doi.org/10.1002/aoc.3846.

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50

Uçar, İbrahim, İclal Bulut, Ahmet Bulut, and Ahmet Karadağ. "Polymeric and monomeric dipicolinate complexes with 4-hydroxymethyl pyridine: spectral, structural, thermal and electrochemical characterization." Structural Chemistry 20, no. 5 (2009): 825–38. http://dx.doi.org/10.1007/s11224-009-9475-3.

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