Collect. Czech. Chem. Commun.
1981, 46, 892-897
https://doi.org/10.1135/cccc19810892
Coupling constants nitrogen-15-nitrogen-15 and nitrogen-15-hydrogen in phenylhydrazones forming hydrogen bond
Antonín Lyčka and Dobroslav Šnobl
Research Institute of Organic Syntheses, 532 18 Pardubice-Rybitví
Crossref Cited-by Linking
- Hansen Poul Erik: The Synergy between Nuclear Magnetic Resonance and Density Functional Theory Calculations. Molecules 2024, 29, 336. <https://doi.org/10.3390/molecules29020336>
- Zarei Amin, Khazdooz Leila, Soltani Solmaz, Chermahini Alireza Najafi, Aghaei Hamidreza, Abbaspourrad Alireza: Synthesis of arylhydrazone-based molecular switches using aryldiazonium silica sulfate nanocomposites and analysis of their isomerization. Dyes and Pigments 2021, 194, 109544. <https://doi.org/10.1016/j.dyepig.2021.109544>
- Aiken Stuart, Gabbutt Christopher D., Heron B. Mark, Pinnington Daniel G.: Ketohydrazone dyes derived from 4-morpholino-2-naphthol and ortho-substituted anilines: Further examination of the hyperchromism induced by the 4-morpholino-2-naphthol moiety. Dyes and Pigments 2021, 195, 109678. <https://doi.org/10.1016/j.dyepig.2021.109678>
- Hansen Poul Erik, Saeed Bahjat A., Rutu Rita S., Kupka Teobald: One‐bond 1J(15N,H) coupling constants at sp2‐hybridized nitrogen of Schiff bases, enaminones and similar compounds: A theoretical study. Magnetic Reson in Chemistry 2020, 58, 750. <https://doi.org/10.1002/mrc.5052>
- Lyčka Antonín: 15 N NMR study of ( E )- and ( Z )-2-(2-(2-hydroxy-4-nitrophenyl)hydrazono)-1-phenylbutane-1,3-diones. A suitable method for analysis of hydrazone isomers. Dyes and Pigments 2018, 150, 181. <https://doi.org/10.1016/j.dyepig.2017.10.023>
- Macháček Vladimír, Horáková Eva, Šimůnek Petr, Valtr Jakub, Bertolasi Valerio, Brož Břetislav: Reactivity of 5-nitro-2,1-benzothiazole-3-diazonium hydrogensulfate towards OH and CH acids: structure, spectral properties, tautomerism. Monatsh Chem 2016, 147, 1765. <https://doi.org/10.1007/s00706-016-1793-8>
- Svobodová Markéta, Bárta Jan, Šimůnek Petr, Bertolasi Valerio, Macháček Vladimír: Straightforward access to oxazaborines, diazaborinones and triazaborines by reactions of β-enaminoamides with 4-methylbenzenediazonium tetraphenylborate. Journal of Organometallic Chemistry 2009, 694, 63. <https://doi.org/10.1016/j.jorganchem.2008.10.004>
- Šimůnek Petr, Lusková Lucie, Svobodová Markéta, Bertolasi Valerio, Lyčka Antonín, Macháček Vladimír: Synthesis and structure of some azo coupled cyclic β‐enaminones. Magnetic Reson in Chemistry 2007, 45, 330. <https://doi.org/10.1002/mrc.1975>
- Mach�?ek Vladim�r, Ly?ka Anton�n, ?im?nek Petr, Weidlich Tom�?: 15N,13C and1H NMR study of azo coupling products from diazonium salts and enaminones. Magn. Reson. Chem. 2000, 38, 293. <https://doi.org/10.1002/(SICI)1097-458X(200004)38:4<293::AID-MRC639>3.0.CO;2-X>
- Lyčka A., Mustroph H.: 1H, 13C and 15N NMR spectra of the reaction product of benzenediazonium fluoroborates with 1-phenyl-3-methyl-4-(α-acet-ethylidene)-pyrazol-5-one. Dyes and Pigments 1997, 34, 101. <https://doi.org/10.1016/S0143-7208(96)00069-1>
- Salman S. R., Lindon J. C., Farrant R. D., Carpenter T. A.: Tautomerism in 2‐hydroxy‐1‐naphthaldehyde schiff bases in solution and the solid state investigated using 13C NMR spectroscopy. Magnetic Reson in Chemistry 1993, 31, 991. <https://doi.org/10.1002/mrc.1260311107>
- Zaitsev B. E., Nikiforov E. V., Ryabov M. A., Sheban G. V.: Effect of the pH of the medium on the electronic absorption spectra and structure of 3-methyl-1-phenyl-4-phenylazo-5-pyrazolone. Chem Heterocycl Compd 1991, 27, 1064. <https://doi.org/10.1007/BF00486798>
- Salman S. R., Farrant R. D., Lindon J. C.: Studies of Tautomerism in 2-Hydroxynaphthaldehyde Schiff Bases by Multinuclear Magnetic Resonance. Spectroscopy Letters 1991, 24, 1071. <https://doi.org/10.1080/00387019108018173>
- Lyčka Antonin: 19F-NMR study of azo-hydrazone tautomerism of some fluorine-containing azo dyes. Dyes and Pigments 1990, 12, 179. <https://doi.org/10.1016/0143-7208(90)85010-L>
- Okada Yasuyo, Hirose Mie, Kato Toshiko, Motomura Hiromi, Morita Zenzo: Photofading of vinylsulfonyl reactive dyes on cellulose under wet conditions. Dyes and Pigments 1990, 14, 113. <https://doi.org/10.1016/0143-7208(90)87011-Q>
- Lyčka Antonín, Mustroph Heinz: 15N‐ and 13C‐N.M.R. Study of Azo‐hydrazone Tautomerism of 3‐methyl‐1‐phenylpyrazole‐4,5‐dione 4‐phenylhydrazone in dimethyl sulphoxide and pyridine. J. Prakt. Chem. 1989, 331, 11. <https://doi.org/10.1002/prac.19893310103>
- Fedorov L. A., Lycka A., Jirman J.: Multinuclear and two-dimensional NMR spectroscopy of monoazo derivatives of chromotropic acid. Russ Chem Bull 1989, 38, 2321. <https://doi.org/10.1007/BF01168079>
- Jirman Josef, Lyčka Antonín: Two-dimensional 1H and 13C-NMR spectra of two azo dyes derived from S-acid. Dyes and Pigments 1988, 9, 453. <https://doi.org/10.1016/0143-7208(88)82004-7>
- Mustroph Heinz: Über die Azo‐Hydrazon‐Tautomerie. Zeitschrift fuer Chemie 1987, 27, 281. <https://doi.org/10.1002/zfch.19870270803>
- Jirman Josef, Lyčka Antonin: 13C- and 15N-NMR spectra of phenylazoacetoacetamides and similar compounds. Dyes and Pigments 1987, 8, 55. <https://doi.org/10.1016/0143-7208(87)85005-2>
- Lyčka Antonín, Jirman Josef: Two-dimensional 1H-, 13C- and 15N-NMR Spectra of Azo Dyes Derived from J-Acid, H-Acid and Gamma Acid. Dyes and Pigments 1987, 8, 315. <https://doi.org/10.1016/0143-7208(87)85021-0>
- Lyčka Antonín, Jirman Josef, Podstata Jiří: Two-dimensional 1H- and 13C-NMR and 15N-NMR spectra of three azo dyes derived from J-acid and 4-nitroaniline. Dyes and Pigments 1987, 8, 465. <https://doi.org/10.1016/0143-7208(87)85038-6>
- Harris Robin K., Jonsen Paul, Packer Kenneth J., Campbell Colin D.: Carbon‐13 NMR of solid phenylazo‐2‐naphthols: Tautomerism and (13C, 14N) residual dipolar coupling. Magnetic Reson in Chemistry 1986, 24, 977. <https://doi.org/10.1002/mrc.1260241110>
- Lyčka Antonin, Macháček Valdimir: 13C and 15N-NMR studies of the azo-hydrazone tautomerism of some azo dyes. Dyes and Pigments 1986, 7, 171. <https://doi.org/10.1016/0143-7208(86)85008-2>
- Haessner R., Mustroph H., Borsdorf R.: 1H‐NMR‐spektroskopische Untersuchungen zur Azo‐Hydrazon‐Tautomerie in substituierten 1‐Phenylazo‐2‐naphtholen. J. Prakt. Chem. 1985, 327, 555. <https://doi.org/10.1002/prac.19853270405>
- Kelemen J., Moss S., Glitsch S.: Azo-hydrazone tautomerism in azo dyes. IV. Colour and tautomeric structure of adsorbed 1-phenylazo-2-naphthylamine and 1-phenylazo-2-naphthol dyes. Dyes and Pigments 1984, 5, 83. <https://doi.org/10.1016/0143-7208(84)80007-8>
- LYCKA A., SNOBL D.: ChemInform Abstract: COUPLING CONSTANTS NITROGEN‐15‐NITROGEN‐15 AND NITROGEN‐15‐HYDROGEN IN PHENYLHYDRAZONES FORMING HYDROGEN BOND. Chemischer Informationsdienst 1981, 12. <https://doi.org/10.1002/chin.198133056>