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Journal articles on the topic 'Hydrazobenzene'

Author: Grafiati

Published: 5 June 2025

Last updated: 15 July 2025

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1

Shiraishi, Yasuhiro, Miyu Katayama, Masaki Hashimoto, and Takayuki Hirai. "Photocatalytic hydrogenation of azobenzene to hydrazobenzene on cadmium sulfide under visible light irradiation." Chemical Communications 54, no. 5 (2018): 452–55. http://dx.doi.org/10.1039/c7cc08428e.

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Visible light irradiation of commercially-available CdS in alcohol successfully promotes selective azobenzene-to-hydrazobenzene reduction, where surface S vacancies play a crucial role for activity and selectivity.

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2

Karwa, Shrikant L., and Rajeev A. Rajadhyaksha. "Selective catalytic hydrogenation of nitrobenzene to hydrazobenzene." Industrial & Engineering Chemistry Research 27, no. 1 (1988): 21–24. http://dx.doi.org/10.1021/ie00073a005.

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3

Malievskii, A. D., S. V. Koroteev, and V. V. Kasparov. "Reactions of hydrazobenzene and tetranitromethane with nitroxyl radicals." Russian Chemical Bulletin 42, no. 6 (1993): 1027–31. http://dx.doi.org/10.1007/bf00704192.

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4

Dodd, Darol E., Linda J. Pluta, Mark A. Sochaski, Henry G. Wall, and Russell S. Thomas. "Subchronic Hepatotoxicity Evaluation of Hydrazobenzene in Fischer 344 Rats." International Journal of Toxicology 31, no. 6 (2012): 564–71. http://dx.doi.org/10.1177/1091581812465322.

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Male F344 rats were exposed to hydrazobenzene (HZB) by dietary feed at concentrations of 0, 5, 20, 80, 200, or 300 ppm for 5 days, 2 weeks, 4 weeks, or 13 weeks duration. End points evaluated included clinical observations, body weights, liver weights, serum chemistry, blood HZB, gross pathology, and liver histopathology. There were no HZB exposure-related clinical signs of toxicity. During study weeks 8 through 13, body weight means in rats of the 300 ppm group were 6% lower compared to control rat means. Serum alkaline phosphatase concentrations were decreased in rats of the 300 ppm group at

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5

Koppes, William M., Jesse S. Moran, Jimmie C. Oxley, and James L. Smith. "Azo bond hydrogenation with hydrazine, R–NHNH2, and hydrazobenzene." Tetrahedron Letters 49, no. 20 (2008): 3234–37. http://dx.doi.org/10.1016/j.tetlet.2008.03.083.

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6

Ohnishi, Shiho, Mariko Murata, Shinji Oikawa, Yusuke Hiraku, and Shosuke Kawanishi. "Copper-dependent DNA damage induced by hydrazobenzene, an azobenzene metabolite." Free Radical Research 32, no. 6 (2000): 469–78. http://dx.doi.org/10.1080/10715760000300471.

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7

M., T. RAHMAN, L. CHOWDHURY R., A. QUADER M., and K. ROY A. "The Reaction of Organocopper Reagents with Azobenzene, Azoxybenzene and N-Benzylideneamines." Journal of Indian Chemical Society Vol. 64, Apr 1987 (1987): 224–27. https://doi.org/10.5281/zenodo.6200916.

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Department of Chemistry, University of Dhaka, Dhaka-2, Bangladesh <em>Manuscript received 12 March 1986, accepted 9 March 1987</em> Lithium diphenylcuprate reacts with azobenzene at -5° in THF for 2 h to give a dimetallic species which on hydrolysis gives hydrazobenzene (37%) or on benzoylation gives 1,2-dibenzoyl-1 2-diphenylhydrazine (31%). Magnesium-based cuprate reagents do not react with azonenzene under these conditions Magnesium phenylcuprate, however, reduces azoxybenzeue to azobenzene (50%), although the corresponding methylcuprate affords a near quantitative yield of az

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8

Ahuja, S., G. Thompson, and J. Smith. "Trace ultratrace analyses of unstable compounds - Investigations on hydrazobenzene and azobenzene." Journal of Research of the National Bureau of Standards 93, no. 3 (1988): 344. http://dx.doi.org/10.6028/jres.093.071.

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9

Dong, Zhaohui, Natashia M. Seemann, Ning Lu, and Yang Song. "Effects of High Pressure on Azobenzene and Hydrazobenzene Probed by Raman Spectroscopy." Journal of Physical Chemistry B 115, no. 50 (2011): 14912–18. http://dx.doi.org/10.1021/jp207170w.

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10

Ingemann, Steen, Roel H. Fokkens, and Nico M. M. Nibbering. "Gas-phase chemistry of the negative ions derived from azo- and hydrazobenzene." Journal of Organic Chemistry 56, no. 2 (1991): 607–12. http://dx.doi.org/10.1021/jo00002a023.

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11

Seely, G. R., and G. A. Haggy. "Photochemistry in a heterogeneous system: chlorophyll-sensitized reduction of p-dinitrobenzene by hydrazobenzene." Journal of Physical Chemistry 91, no. 2 (1987): 440–47. http://dx.doi.org/10.1021/j100286a037.

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12

Liu, Qiuwen, Jingwen Zhang, Fangshu Xing, ChuChu Cheng, Yawei Wu, and Caijin Huang. "Plasmon-enhanced and controllable synthesis of azobenzene and hydrazobenzene using Au/TiO2 composite." Applied Surface Science 500 (January 2020): 144214. http://dx.doi.org/10.1016/j.apsusc.2019.144214.

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13

Ghigo, Giovanni, Silvio Osella, Andrea Maranzana, and Glauco Tonachini. "The Mechanism of the Acid-Catalyzed Benzidine Rearrangement of Hydrazobenzene: A Theoretical Study." European Journal of Organic Chemistry 2011, no. 12 (2011): 2326–33. http://dx.doi.org/10.1002/ejoc.201001636.

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14

Journal, Baghdad Science. "Synthesis, spectroscopic and biological studies of some metal complexes with orthoamino hydrazo benzene." Baghdad Science Journal 8, no. 2 (2011): 375–87. http://dx.doi.org/10.21123/bsj.8.2.375-387.

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Ortho amino hydrazobenzene (L) has been prepared from the reaction of ortho amino phenyl thiol with phenyl hyrazan in mole ratio(1:1). It has been characterized by elemental analysis (C, H, N), IR, UV–Vis. The complexes of the bivalent ions (Co, Ni, Cu, Zn, Pd, Cd, Hg and Pb) and the trivalent (Cr) have been prepared and characterized too. The structural have been established by elemental analysis(C,H,N), IR , UV – Vis spectra , conductivity measurements , atomic absorption and magnetic susceptibility . The complexes showed characteristic behaviour of octahedral geometry around the metal ion a

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15

Martel, Anna, Amoy Kam Cheong, Jean Lessard, and Louis Brossard. "Influence of oxidative treatment of copper grid electrodes on the efficiency of conversion to aniline in the electroreduction of nitrobenzene and azobenzene in basic aqueous methanol." Canadian Journal of Chemistry 72, no. 12 (1994): 2353–60. http://dx.doi.org/10.1139/v94-301.

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The influence of preoxidizing the surface of polycrystalline copper electrodes on the efficiency of the controlled potential electrochemical reduction of nitrobenzene and azobenzene to aniline in basic aqueous methanol has been investigated. Electrodes electrochemically preoxidized to Cu(OH)2 or to Cu2O gave high yields of aniline (90–100%) with high current efficiencies (88–99%) for the electrohydrogenation of nitrobenzene compared to electrodes preoxidized by air (7–29% of aniline, 64–74% current efficiency). For the electrohydrogenation of azobenzene, copper electrodes preoxidized to Cu2O w

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16

Naji, Shaymaa H. "Synthesis, spectroscopic and biological studies of some metal complexes with orthoamino hydrazo benzene." Baghdad Science Journal 8, no. 2 (2011): 375–87. http://dx.doi.org/10.21123/bsj.2011.8.2.375-387.

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Ortho amino hydrazobenzene (L) has been prepared from the reaction of ortho amino phenyl thiol with phenyl hyrazan in mole ratio(1:1). It has been characterized by elemental analysis (C, H, N), IR, UV–Vis. The complexes of the bivalent ions (Co, Ni, Cu, Zn, Pd, Cd, Hg and Pb) and the trivalent (Cr) have been prepared and characterized too. The structural have been established by elemental analysis(C,H,N), IR , UV – Vis spectra , conductivity measurements , atomic absorption and magnetic susceptibility . The complexes showed characteristic behaviour of octahedral geometry around the metal ion a

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17

Kajiwara, Atsushi, Norikazu Ueyama, and Akira Nakamura. "Mn11-thiophenolate and -selenophenolate complexes as catalyst in air oxidation of benzoin, benzaldehyde and hydrazobenzene." Catalysis Letters 3, no. 1 (1989): 25–29. http://dx.doi.org/10.1007/bf00765050.

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18

Cerović, Zoran G., and Jean-Marie Briantais. "The influence of diphenylcarbazide and hydrazobenzene on the binding of the herbicide chlorotoluron to isolated thylakoids." Biochimica et Biophysica Acta (BBA) - Bioenergetics 1099, no. 3 (1992): 247–52. http://dx.doi.org/10.1016/0005-2728(92)90034-y.

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19

Batyuk, V. A., T. N. Boronina, and G. B. Sergeev. "The Kinetic and Diffusion Regimes of the Reduction of Nitroxide by Hydrazobenzene in Frozen Liquid Crystal Materials." Molecular Crystals and Liquid Crystals Incorporating Nonlinear Optics 186, no. 1 (1990): 93–98. http://dx.doi.org/10.1080/00268949008037197.

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20

Zhang, Yumei, Xinhao Liu, Yandong Duan, et al. "Practical mutual transformation of azobenzene and hydrazobenzene using porous BN supported Cu nanoparticles as a redox catalyst." Journal of Catalysis 428 (December 2023): 115167. http://dx.doi.org/10.1016/j.jcat.2023.115167.

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21

Savéant, Jean-Michel, and Cédric Tard. "Proton-Coupled Electron Transfer in Azobenzene/Hydrazobenzene Couples with Pendant Acid–Base Functions. Hydrogen-Bonding and Structural Effects." Journal of the American Chemical Society 136, no. 25 (2014): 8907–10. http://dx.doi.org/10.1021/ja504484a.

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22

Malievskii, A. D., S. V. Koroteev, L. B. Volodarskii, and A. B. Shapiro. "Effect of the chemical structure of nitroxyl radicals on their reactivity in the reaction with hydrazobenzene and tetranitromethane." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 39, no. 11 (1990): 2331–38. http://dx.doi.org/10.1007/bf00958847.

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23

Rhee, Eun Sook, and Henry J. Shine. "Carbon-13 kinetic isotope effects in the acid-catalyzed disproportionation and rearrangements of 4,4'-dichloro[2,2',6,6'-13C4]hydrazobenzene." Journal of Organic Chemistry 52, no. 25 (1987): 5633–36. http://dx.doi.org/10.1021/jo00234a026.

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24

Pei, Linjuan, Jie Wang, Chaoyang Fan, et al. "The key role of photoisomerisation for the highly selective photocatalytic hydrogenation of azobenzene to hydrazobenzene over NaNbO3 fibre photocatalyst." Journal of Photochemistry and Photobiology A: Chemistry 400 (September 2020): 112655. http://dx.doi.org/10.1016/j.jphotochem.2020.112655.

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25

McManus, Iain J., Helen Daly, Haresh G. Manyar, S. F. Rebecca Taylor, Jillian M. Thompson, and Christopher Hardacre. "Selective hydrogenation of halogenated arenes using porous manganese oxide (OMS-2) and platinum supported OMS-2 catalysts." Faraday Discussions 188 (2016): 451–66. http://dx.doi.org/10.1039/c5fd00227c.

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Porous manganese oxide (OMS-2) and platinum supported on OMS-2 catalysts have been shown to facilitate the hydrogenation of the nitro group in chloronitrobenzene to give chloroaniline with no dehalogenation. Complete conversion was obtained within 2 h at 25 °C and, although the rate of reaction increased with increasing temperature up to 100 °C, the selectivity to chloroaniline remained at 99.0%. Use of Pd/OMS-2 or Pt/Al<sub>2</sub>O<sub>3</sub> resulted in significant dechlorination even at 25 °C and 2 bar hydrogen pressure giving a selectivity to chloroaniline of 34.5% and 77.8%, respectivel

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26

Panova, Yu S., A. V. Sheyanova, E. V. Baranov, and A. N. Kornev. "Migratory insertion of bis(diethylamino)phosphine group into the N–N bond in the reaction of substituted hydrazobenzene with (Et2N)2PCl." Russian Chemical Bulletin 69, no. 1 (2020): 132–38. http://dx.doi.org/10.1007/s11172-020-2734-6.

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27

Drew, Michael G. B., Paul C. Yates, Jadwiga Troch-Grimshaw, et al. "Dicopper(I) complexes containing intramolecular 1,2-diaza bridging ligands. Behaviour of the dicopper site in the dehydrogenation of hydrazobenzene. Crystal structure of [Cu2L2(pydz)2][ClO4]2." Journal of the Chemical Society, Dalton Transactions, no. 2 (1988): 347. http://dx.doi.org/10.1039/dt9880000347.

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28

Wang, Xianya, Xianjin Wang, Chungu Xia, and Lipeng Wu. "Visible-light-promoted oxidative dehydrogenation of hydrazobenzenes and transfer hydrogenation of azobenzenes." Green Chemistry 21, no. 15 (2019): 4189–93. http://dx.doi.org/10.1039/c9gc01618j.

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29

Lv, Haiping, Ronibala Devi Laishram, Jiayan Li, et al. "Photocatalyzed oxidative dehydrogenation of hydrazobenzenes to azobenzenes." Green Chemistry 21, no. 15 (2019): 4055–61. http://dx.doi.org/10.1039/c9gc01235d.

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30

Lv, Haiping, Ronibala Devi Laishram, Yong Yang, et al. "TEMPO catalyzed oxidative dehydrogenation of hydrazobenzenes to azobenzenes." Organic & Biomolecular Chemistry 18, no. 18 (2020): 3471–74. http://dx.doi.org/10.1039/d0ob00103a.

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31

Bouillon, Marc E., and Hartmut H. Meyer. "The 4.4′-benzidine rearrangement of 4-alkyl substituted hydrazobenzenes." Tetrahedron 72, no. 23 (2016): 3151–61. http://dx.doi.org/10.1016/j.tet.2016.03.103.

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32

Song, Menghui, Hongyan Zhou, Ganggang Wang, et al. "Visible-Light-Promoted Diboron-Mediated Transfer Hydrogenation of Azobenzenes to Hydrazobenzenes." Journal of Organic Chemistry 86, no. 6 (2021): 4804–11. http://dx.doi.org/10.1021/acs.joc.1c00394.

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33

Wang, Zhi-Qiang, Jiang-Xi Yu, Shan-Qin Bai, Bang Liu, Cheng-Yong Wang, and Jin-Heng Li. "Oxidative Dehydrogenation of Hydrazobenzenes toward Azo Compounds Catalyzed by tert-Butyl Nitrite in EtOH." ACS Omega 5, no. 44 (2020): 28856–62. http://dx.doi.org/10.1021/acsomega.0c04348.

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34

Yamamura, Masaki, Naokazu Kano, and Takayuki Kawashima. "Systematic Study on the Structures and Reactivity of Hydrazobenzenes and Azobenzenes Bearing a Chalcogenophosphoryl Group." Inorganic Chemistry 45, no. 16 (2006): 6497–507. http://dx.doi.org/10.1021/ic0601790.

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35

Park, Kwanghee Koh, and Sun Young Han. "Convenient reduction of azobenzenes and azoxybenzenes to hydrazobenzenes by sodium dithionite using dioctylviologen as an electron transfer catalyst." Tetrahedron Letters 37, no. 37 (1996): 6721–24. http://dx.doi.org/10.1016/s0040-4039(96)01451-7.

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36

PARK, K. K., and S. Y. HAN. "ChemInform Abstract: Convenient Reduction of Azobenzenes and Azoxybenzenes to Hydrazobenzenes by Sodium Dithionite Using Dioctylviologen as an Electron Transfer Catalyst." ChemInform 27, no. 51 (2010): no. http://dx.doi.org/10.1002/chin.199651083.

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37

Doherty, Simon, Julian G. Knight, Adhwa A. Alharbi, et al. "Selective Partial Reduction of Nitroarenes to the Hydrazoarene Catalyzed by Amine‐Modified Ordered Mesoporous Silica Immobilized Ionic Liquid (OMSIIL) Stabilized RuNPs." ChemCatChem, March 7, 2024. http://dx.doi.org/10.1002/cctc.202400013.

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Ruthenium nanoparticles stabilised by an amine‐modified Ordered Mesoporous Silica Immobilized Ionic Liquid (OMSIIL) are efficient catalysts for the partial reduction of nitrobenzene to hydrazobenzene with 100% selectivity as well as the complete reduction to aniline. High selectivity for the partial reduction of nitrobenzene to hydrazobenzene was obtained when the reaction was conducted in ethanol with 0.5 mol% catalyst and NaBH4 as the hydrogen donor whereas aniline was obtained as the sole product in water when dimethylamine borane (DMAB) was used as the hydrogen donor. Interestingly, while

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38

KARWA, S. L., and R. A. RAJADHYAKSHA. "ChemInform Abstract: Selective Catalytic Hydrogenation of Nitrobenzene to Hydrazobenzene." ChemInform 19, no. 23 (1988). http://dx.doi.org/10.1002/chin.198823131.

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39

"The Oxidation of Hydrazobenzene Catalyzed by Cobalt Complexes in Nonaqueous Solvents." Bulletin of the Korean Chemical Society 27, no. 2 (2006): 255–65. http://dx.doi.org/10.5012/bkcs.2006.27.2.255.

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40

Song, Xinluo, Linfeng Yin, Yanqi Chen, et al. "Photoisomerization of Azobenzene Induced Generation of Hydrazobenzene Mediated by Diboron Ester." ChemPhotoChem, July 2, 2024. http://dx.doi.org/10.1002/cptc.202400085.

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The reactions occurred at excited states are promising and flourished. Many strategies have been discovered reactions initiated by visible light and without transition metals and organic dyes. Diboron ester (B2cat2) has special activity towards unsaturated bonds at excited states. In this work, azobenzene and derivatives are reduced to hydrazo with high yield and high selectivity by a very convenient and rapid reaction. Only three factors, B2cat2, water and 400nm lighting or sunlight are necessary. Density functional theory (DFT) studies and NMR results show that azobenzene is excited and a tr

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41

Koppes, William M., Jesse S. Moran, Jimmie C. Oxley, and James L. Smith. "ChemInform Abstract: Azo Bond Hydrogenation with Hydrazine, R-NHNH2, and Hydrazobenzene." ChemInform 39, no. 34 (2008). http://dx.doi.org/10.1002/chin.200834070.

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42

"On the Reducibility of Hydroxylamine and Hydrazobenzene in DMF at Negative Potentials." ECS Meeting Abstracts, 2006. http://dx.doi.org/10.1149/ma2006-01/29/987.

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43

Lu, Zhou, Shannon E. Cooney, James R. McKone, and Ellen M. Matson. "Selective Hydrogenation of Azobenzene to Hydrazobenzene via Proton-Coupled Electron Transfer from a Polyoxotungstate Cluster." JACS Au, March 21, 2024. http://dx.doi.org/10.1021/jacsau.4c00127.

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44

RHEE, E. S., and H. J. SHINE. "ChemInform Abstract: 13C Kinetic Isotope Effects in the Acid-Catalyzed Disproportionation and Rearrangements of 4,4′-Dichloro(2,2′,6,6′-13C4)hydrazobenzene." ChemInform 19, no. 20 (1988). http://dx.doi.org/10.1002/chin.198820084.

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45

Liu, Hurunqing, Zirong Deng, Bingqing Wang, Zhengxin Ding, and Zhaohui Li. "Efficient Visible Light Initiated Hydrogenation of Nitrobenzene to Chemoselective Production of Aniline, Azoxybenzene, Azobenzene and Hydrazobenzene over CQDs/CdS Nanocomposites." Dalton Transactions, 2023. http://dx.doi.org/10.1039/d3dt02163g.

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Carbon quantum dots (CQDs) decorated CdS nanocomposites were successfully fabricated via self-assembly of CdS in the presence of preformed CQDs, which were found to be efficient photocatalysts for hydrogenation of...

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46

DREW, M. G. B., P. C. YATES, J. TROCHA-GRIMSHAW, et al. "ChemInform Abstract: Dicopper(I) Complexes Containing Intramolecular 1,2-Diaza Bridging Ligands. Behavior of the Dicopper Site in the Dehydrogenation of Hydrazobenzene. Crystal Structure of (Cu2L2(pydz)2) (ClO4)2." ChemInform 19, no. 19 (1988). http://dx.doi.org/10.1002/chin.198819269.

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47

Wu, Wei, Fuqin Zhang, Na Liu, et al. "In‐catalyzed Transfer Hydrogenation of Azobenzenes to Hydrazobenzenes with Hydrosilanes." Asian Journal of Organic Chemistry, July 13, 2022. http://dx.doi.org/10.1002/ajoc.202200336.

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48

Bouillon, Marc E., and Hartmut H. Meyer. "ChemInform Abstract: The 4.4′-Benzidine Rearrangement of 4-Alkyl Substituted Hydrazobenzenes." ChemInform 47, no. 39 (2016). http://dx.doi.org/10.1002/chin.201639033.

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49

Wang, Wenli, Yuli Wang, Yiying Yang, et al. "Cobalt-Catalyzed Borylative Reduction of Azobenzenes to Hydrazobenzenes via a Diborylated-Hydrazine Intermediate." Journal of Organic Chemistry, June 20, 2024. http://dx.doi.org/10.1021/acs.joc.4c00203.

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50

Li, Qiao, Yanshu Luo, Jianhui Chen, and Yuanzhi Xia. "Visible-Light-Promoted Hydrogenation of Azobenzenes to Hydrazobenzenes with Thioacetic Acid as the Reductant." Journal of Organic Chemistry, January 31, 2023. http://dx.doi.org/10.1021/acs.joc.2c02873.

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