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Journal articles on the topic 'Fluorenone derivatives'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Srdič, Matic, Nico D. Fessner, Deniz Yildiz, Anton Glieder, Markus Spiertz, and Ulrich Schwaneberg. "Preparative Production of Functionalized (N- and O-Heterocyclic) Polycyclic Aromatic Hydrocarbons by Human Cytochrome P450 3A4 in a Bioreactor." Biomolecules 12, no. 2 (2022): 153. http://dx.doi.org/10.3390/biom12020153.

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Polycyclic aromatic hydrocarbons (PAHs) and their N- and O-containing derivatives (N-/O-PAHs) are environmental pollutants and synthetically attractive building blocks in pharmaceuticals. Functionalization of PAHs can be achieved via C-H activation by cytochrome P450 enzymes (e.g., P450 CYP3A4) in an environmentally friendly manner. Despite its broad substrate scope, the contribution of CYP3A4 to metabolize common PAHs in humans was found to be small. We recently showcased the potential of CYP3A4 in whole-cell biocatalysis with recombinant yeast Komagataella phaffii (Pichia pastoris) catalysts

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2

Journal, Baghdad Science. "Synthesis and Characterization of 1,3,4-Oxadiazoles Derived From 9-Fluorenone." Baghdad Science Journal 10, no. 2 (2013): 449–61. http://dx.doi.org/10.21123/bsj.10.2.449-461.

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In the present work, 9-fluorenone-2-carboxylic acid methyl ester (1) was prepared from 9-fluorenone-2-carboxylic acid and then converted into the acid hydrazide (2). Compound (2), is the key intermediate for the synthesis of several series of new compounds such as substituted 1,3,4-oxadiazole derivatives (3-6) were synthesized from the condensation of different substituted benzoic acids with compound (2) using POCl3 as condensing agent. Treatment of compound (2) with formic acid gave the N-formyl hydrazide (7), which upon refluxing with phosphorous pentoxide in benzene yielded the correspondin

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3

Dawood, Rafid Saad. "Synthesis and Characterization of 1,3,4-Oxadiazoles Derived From 9-Fluorenone." Baghdad Science Journal 10, no. 2 (2013): 449–61. http://dx.doi.org/10.21123/bsj.2013.10.2.449-461.

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In the present work, 9-fluorenone-2-carboxylic acid methyl ester (1) was prepared from 9-fluorenone-2-carboxylic acid and then converted into the acid hydrazide (2). Compound (2), is the key intermediate for the synthesis of several series of new compounds such as substituted 1,3,4-oxadiazole derivatives (3-6) were synthesized from the condensation of different substituted benzoic acids with compound (2) using POCl3 as condensing agent. Treatment of compound (2) with formic acid gave the N-formyl hydrazide (7), which upon refluxing with phosphorous pentoxide in benzene yielded the correspondin

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4

Xie, Ya-Sa, Run-Feng Huang, Ran Li, et al. "Correction: Metal-free [3+3] benzannulation of 1-indanylidene-malononitrile with Morita–Baylis–Hillman carbonates: direct access to functionalized fluorene and fluorenone derivatives." Chemical Communications 56, no. 94 (2020): 14922. http://dx.doi.org/10.1039/d0cc90500c.

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Correction for ‘Metal-free [3+3] benzannulation of 1-indanylidene-malononitrile with Morita–Baylis–Hillman carbonates: direct access to functionalized fluorene and fluorenone derivatives’ by Ya-Sa Xie et al., Chem. Commun., 2020, 56, 1948–1951, DOI: 10.1039/D0CC00143K.

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5

Estrada, Leandro A., James E. Yarnell, and Douglas C. Neckers. "Revisiting Fluorenone Photophysics via Dipolar Fluorenone Derivatives." Journal of Physical Chemistry A 115, no. 24 (2011): 6366–75. http://dx.doi.org/10.1021/jp200507j.

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6

Takatoh, K., and M. Sakamoto. "Liquid Crystalline Derivatives Containing Fluorene and Fluorenone Structures." Molecular Crystals and Liquid Crystals 182, no. 1 (1990): 339–49. http://dx.doi.org/10.1080/00268949008035764.

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7

Takatoh, K., and M. Sakamoto. "Liquid Crystalline Derivatives Containing Fluorene and Fluorenone Structures." Molecular Crystals and Liquid Crystals Incorporating Nonlinear Optics 182, no. 1 (1990): 339–49. https://doi.org/10.1080/10441859.1990.12015691.

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8

Xie, Ya-Sa, Run-Feng Huang, Ran Li, et al. "Metal-free [3+3] benzannulation of 1-indanylidene-malononitrile with Morita–Baylis–Hillman carbonates: direct access to functionalized fluorene and fluorenone derivatives." Chemical Communications 56, no. 13 (2020): 1948–51. http://dx.doi.org/10.1039/d0cc00143k.

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An efficient [3+3] benzannulation of Morita–Baylis–Hillman carbonates with 1-indanylidenemalononitrile was achieved selectively delivering a wide range of functional fluorene or fluorenone compounds in high yields (up to 86% yields).

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9

Dong, Meiqiu, Kai Miao, Yi Hu, et al. "Cooperating dipole–dipole and van der Waals interactions driven 2D self-assembly of fluorenone derivatives: ester chain length effect." Physical Chemistry Chemical Physics 19, no. 46 (2017): 31113–20. http://dx.doi.org/10.1039/c7cp06462d.

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Two-dimensional supramolecular assemblies of a series of 2,7-bis(10-n-alkoxycarbonyl-decyloxy)-9-fluorenone derivatives (BAF-Cn, n = 1, 3–6) consisting of polar fluorenone moieties and ester alkoxy chains were investigated by scanning tunneling microscopy on highly oriented pyrolytic graphite surfaces.

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10

Murphy, R. S., C. P. Moorlag, W. H. Green, and C. Bohne. "Photophysical characterization of fluorenone derivatives." Journal of Photochemistry and Photobiology A: Chemistry 110, no. 2 (1997): 123–29. http://dx.doi.org/10.1016/s1010-6030(97)00191-3.

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11

Schaefer, Ted, James Peeling, and Glenn H. Penner. "The mechanisms of long-range 13C,19F and 19F,19F coupling constants in derivatives of biphenyl and fluorene. Differential isotope shifts." Canadian Journal of Chemistry 64, no. 11 (1986): 2162–67. http://dx.doi.org/10.1139/v86-355.

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13C,19F and 19F,19F nuclear spin–spin coupling constants over n formal bonds, n = 1–9, are reported for 4-fluorobiphenyl, 4,4′-difluorobiphenyl, 4,4′-difluoro-2,2′,6,6′-tetramethylbiphenyl, 2,7-difluorofluorene, 2-fluoro-9-fluorenone, and 2,7-difluoro-9-fluorenone in acetone solutions. The signs of many of the coupling constants are deduced from second-order spectral phenomena caused by differential 13C isotope effects on the I9F nmr chemical shifts. Theoretical potentials, based on geometry-optimized STO 3G MO computations for 4-fluorobiphenyl and 4,4′-difluorobiphenyl, yield expectation valu

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12

Sun, Denan, Bijin Li, Jingbo Lan, Quan Huang, and Jingsong You. "Chelation-assisted Pd-catalysed ortho-selective oxidative C–H/C–H cross-coupling of aromatic carboxylic acids with arenes and intramolecular Friedel–Crafts acylation: one-pot formation of fluorenones." Chemical Communications 52, no. 18 (2016): 3635–38. http://dx.doi.org/10.1039/c6cc00103c.

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13

Niu, De-Yun, Jing-Mei Han, Wei-Song Kong, Zhu-Wen Cui, Qiu-Fen Hu, and Xue-Mei Gao. "Antiviral Fluorenone Derivatives from Arundina gramnifolia." Asian Journal of Chemistry 25, no. 17 (2013): 9514–16. http://dx.doi.org/10.14233/ajchem.2013.15052.

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14

Akbar, Sikkandarkani, V. John Tamilarasan, and Kannupal Srinivasan. "Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones." RSC Advances 9, no. 41 (2019): 23652–57. http://dx.doi.org/10.1039/c9ra02376c.

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15

Kukhta, N. A., D. Volyniuk, J. V. Grazulevicius, and G. Sini. "Blue versus yellow emission in bipolar fluorenone derivatives: the impact of aggregation and hydrogen bonding." Journal of Materials Chemistry C 6, no. 7 (2018): 1679–92. http://dx.doi.org/10.1039/c7tc05798a.

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16

Chetkina, L. A., and V. K. Belsky. "X-ray diffraction study of fluorene, 9-fluorenone, and 9-dicyanomethylenefluorene derivatives." Crystallography Reports 58, no. 1 (2013): 26–48. http://dx.doi.org/10.1134/s1063774512040049.

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17

Lyakhov, S. A., E. A. Lyakhova, A. S. Karpenko, et al. "DNA-Binding Properties of Nonsymmetric Fluorenone Derivatives." Pharmaceutical Chemistry Journal 38, no. 3 (2004): 128–31. http://dx.doi.org/10.1023/b:phac.0000034300.89484.b1.

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18

Liu, Peiren, Hongliang Wang, Hong Zeng, Xin Hong, and Feihe Huang. "A [15]paracyclophenone and its fluorenone-containing derivatives: syntheses and binding to nerve agent mimics via aryl-CH hydrogen bonding interactions." Organic Chemistry Frontiers 8, no. 1 (2021): 25–31. http://dx.doi.org/10.1039/d0qo00456a.

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A [1<sub>5</sub>]paracyclophenone and its fluorenone-containing derivatives were synthesized. The novel macrocyclic host I binds nerve agent mimics through the ‘non-traditional’ aryl-CH hydrogen bonding interactions.

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19

Hosseini, Hajar, and Mohammad Bayat. "Synthesis of 5-amino-N′-(9H-fluoren-9-ylidene)-8-nitro-7-aryl-1,2,3,7-tetrahydroimidazo[1,2-a]pyridine-6-carbohydrazide derivatives based on heterocyclic ketene aminals." RSC Advances 8, no. 72 (2018): 41218–25. http://dx.doi.org/10.1039/c8ra09308c.

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A new class of tetrahydroimidazo[1,2-a]pyridine derivatives has been successfully prepared via a five-component domino reaction using cyanoacetohydrazide, 9-fluorenone, aromatic aldehydes, 1,1-bis(methylthio)-2-nitroethene and ethylenediamine in ethanol at reflux.

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20

Ye, Qing-Hua, Wei-Min Zhao, and Guo-Wei Qin. "New Fluorenone and Phenanthrene Derivatives from Dendrobium Chrysanthum." Natural Product Research 17, no. 3 (2003): 201–5. http://dx.doi.org/10.1080/1057563021000040817.

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21

Sim, Jae-Ho, Kenji Ogino, and Hisaya Sato. "Synthesis and characterization of polymers having fluorenone derivatives." Synthetic Metals 69, no. 1-3 (1995): 575–76. http://dx.doi.org/10.1016/0379-6779(94)02575-j.

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22

Zhou, Cai Qi, Bin Hu, Cui Hong Li, Qian Ping Lou, Qing Bao Song, and Cheng Zhang. "Studies on Donor-Acceptor Substituted with Triphenylamine-Core Fluorescent Derivatives." Advanced Materials Research 306-307 (August 2011): 280–88. http://dx.doi.org/10.4028/www.scientific.net/amr.306-307.280.

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A series of donor-acceptor (D-A) substituted with triphenylamine-core fluorescent derivatives have been synthesized via nucleophilic addition of Grignard reagent to 2,7-dibromo-9-fluorenone, CF3SO3H-promoted Friedel-Crafts reaction, Ullmann coupling reaction, and Pd-catalyzed Suzuki cross-coupling reaction in turn. Aromatic imide (N-phthalimide) group was firstly introduced as electron acceptor in the donor-π-acceptor (D-π-A) opto-electronic materials. Hole-injection capability of the fluorene derivatives were promoted by introducing 4-methyl-triphenylamine (MTPA) group at the 9-position. All

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23

Duyar, Halil, Hüseyin S. Portakal, Ergin Yalçın, Beyza Kanat, Osman Doluca, and Zeynel Seferoğlu. "Fluorene/fluorenone carboxamide derivatives as selective light-up fluorophores for c-myc G-quadruplex." Bioorganic & Medicinal Chemistry Letters 36 (March 2021): 127824. http://dx.doi.org/10.1016/j.bmcl.2021.127824.

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24

Chetkina, L. A., and V. K. Belsky. "ChemInform Abstract: X-Ray Diffraction Study of Fluorene, 9-Fluorenone, and 9-Dicyanomethylenefluorene Derivatives." ChemInform 44, no. 41 (2013): no. http://dx.doi.org/10.1002/chin.201341279.

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25

Mano, N., and A. Kuhn. "Immobilized nitro-fluorenone derivatives as electrocatalysts for NADH oxidation." Journal of Electroanalytical Chemistry 477, no. 1 (1999): 79–88. http://dx.doi.org/10.1016/s0022-0728(99)00393-9.

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26

Li, Hu, Ru-Yi Zhu, Wen-Juan Shi, Ke-Han He, and Zhang-Jie Shi. "Synthesis of Fluorenone Derivatives through Pd-Catalyzed Dehydrogenative Cyclization." Organic Letters 14, no. 18 (2012): 4850–53. http://dx.doi.org/10.1021/ol302181z.

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27

Gao, Hang, Shuxia Wang, Bingchao Qiang, Sixuan Wang та Huabei Zhang. "Radioiodinated 9-fluorenone derivatives for imaging α7-nicotinic acetylcholine receptors". MedChemComm 10, № 12 (2019): 2102–10. http://dx.doi.org/10.1039/c9md00415g.

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28

Khalmuratov, Kh A., A. P. Zlatkovskii, S. A. Auelbekov, B. V. Tyaglov, V. I. Permogorov, and Kh A. Aslanov. "Complexes of DNA with interferon-inducing fluroene and fluorenone derivatives." Chemistry of Natural Compounds 24, no. 3 (1988): 343–47. http://dx.doi.org/10.1007/bf00598584.

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29

Allen, N. S., S. J. Hardy, A. Jacobine, D. M. Glaser, and F. Catalina. "Photochemistry and photopolymerization activity of novel perester derivatives of fluorenone." European Polymer Journal 25, no. 12 (1989): 1219–25. http://dx.doi.org/10.1016/0014-3057(89)90085-2.

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30

张, 虎虎. "Research Progress on the Synthesis of Fluorenone and Its Derivatives." Advances in Material Chemistry 13, no. 03 (2025): 383–95. https://doi.org/10.12677/amc.2025.133040.

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31

Drotikova, Tatiana, Aasim M. Ali, Anne Karine Halse, Helena C. Reinardy, and Roland Kallenborn. "Polycyclic aromatic hydrocarbons (PAHs) and oxy- and nitro-PAHs in ambient air of the Arctic town Longyearbyen, Svalbard." Atmospheric Chemistry and Physics 20, no. 16 (2020): 9997–10014. http://dx.doi.org/10.5194/acp-20-9997-2020.

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Abstract. Polycyclic aromatic hydrocarbons (PAHs) are not declining in Arctic air despite reductions in their global emissions. In Svalbard, the Longyearbyen coal-fired power plant is considered to be one of the major local sources of PAHs. Power plant stack emissions and ambient air samples, collected simultaneously at 1 km (UNIS) and 6 km (Adventdalen) transect distance, were analysed (gaseous and particulate phases separately) for 22 nitro-PAHs, 8 oxy-PAHs, and 16 parent PAHs by gas chromatography in combination with single quadrupole electron capture negative ionization mass spectrometry (

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32

Kim, Min Ji, Yujin Seo, and Gil Tae Hwang. "Synthesis and photophysical properties of 2′-deoxyguanosine derivatives labeled with fluorene and fluorenone units: toward excimer probes." RSC Advances 4, no. 23 (2014): 12012. http://dx.doi.org/10.1039/c3ra47383j.

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33

Li, Hu, Ru-Yi Zhu, Wen-Juan Shi, Ke-Han He, and Zhang-Jie Shi. "ChemInform Abstract: Synthesis of Fluorenone Derivatives Through Pd-Catalyzed Dehydrogenative Cyclization." ChemInform 44, no. 5 (2013): no. http://dx.doi.org/10.1002/chin.201305070.

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34

RAMPA, A., R. BUDRIESI, A. BISI, A. CHIARINI, and P. VALENTI. "ChemInform Abstract: Fluorenone and Benzophenone 1,4-Dihydropyridine Derivatives with Cardiodepressant Activity." ChemInform 25, no. 34 (2010): no. http://dx.doi.org/10.1002/chin.199434166.

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35

Garcia-Ramos, Yesica, Caroline Proulx, and William D. Lubell. "Synthesis of hydrazine and azapeptide derivatives by alkylation of carbazates and semicarbazones." Canadian Journal of Chemistry 90, no. 11 (2012): 985–93. http://dx.doi.org/10.1139/v2012-070.

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Hydrazine and azapeptide analogs were synthesized effectively by alkylation of alkylidene carbazates and semicarbazones. In comparisons of benzylidene, benzhydrylidene, and fluorenylidene tert-butyl carbazates in alkylations using bases of different pKb character, superior conversion was obtained using the fluorenone derivative. Mild alkylation conditions were found employing Et4NOH as base and used to convert fluorenylidene tert-butyl carbazate into 13 different protected hydrazines. Moreover, racemization was avoided during alkylation of fluorenylidene semicarbazide in the synthesis of aza-p

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36

Cheng, Yufei, Xiaoyu Zhang, and Weiping Zhang. "A Theoretical Study on Electronically Excited States of the Hydrogen-Bonded Clusters for Fluorenone and Fluorenone Derivatives in Methanol Solvent." Journal of Cluster Science 24, no. 2 (2012): 471–83. http://dx.doi.org/10.1007/s10876-012-0516-5.

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37

Pünner, Florian, Justin Schieven, and Gerhard Hilt. "Synthesis of Fluorenone and Anthraquinone Derivatives from Aryl- and Aroyl-Substituted Propiolates." Organic Letters 15, no. 18 (2013): 4888–91. http://dx.doi.org/10.1021/ol4023276.

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38

Hu, Yi, Kai Miao, Li Xu, et al. "Two side chains, three supramolecules: exploration of fluorenone derivatives towards crystal engineering." Physical Chemistry Chemical Physics 19, no. 29 (2017): 19205–16. http://dx.doi.org/10.1039/c7cp03894a.

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39

Lv, Shuyin, Xiang Liu, Hui Ding, et al. "Unraveling the substituent group effects on the emission properties of fluorenone derivatives." Dyes and Pigments 219 (November 2023): 111619. http://dx.doi.org/10.1016/j.dyepig.2023.111619.

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40

Casellas, Mercè, Magdalena Grifoll, Jordi Sabaté, and Anna Maria Solanas. "Isolation and characterization of a 9-fluorenone-degrading bacterial strain and its role in synergistic degradation of fluorene by a consortium." Canadian Journal of Microbiology 44, no. 8 (1998): 734–42. http://dx.doi.org/10.1139/w98-066.

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Pseudomonas mendocina MC2, able to use 9-fluorenone but not fluorene as its sole source of carbon and energy, was isolated. Identification of metabolites in growth media and washed cell suspensions indicated that strain MC2 metabolizes 9-fluorenone via angular dioxygenation of the ketone, to give 1,1a-dihydroxy-1-hydro-9-fluorenone, followed by the opening of the five-membered ring and further degradation of the resulting biphenyl derivative by reactions akin to those of biphenyl metabolism, which produce phthalate as an intermediate. The aim of this research was to study the biodegradation of

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41

Gudeika, Dalius, Sohrab Nasiri, Malek Mahmoudi, Kestutis Dabrovolskas, Olexandr M. Navozenko, and Valeriy V. Yashchuk. "Design, synthesis and structure-property relationship of fluorenone-based derivatives for fluorescent OLEDs." Molecular Crystals and Liquid Crystals 718, no. 1 (2021): 1–15. http://dx.doi.org/10.1080/15421406.2020.1861516.

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42

Porzio, W., S. Destri, M. Pasini, et al. "Organic FET devices: structure–property relationship in evaporated films of three fluorenone derivatives." Synthetic Metals 146, no. 3 (2004): 259–63. http://dx.doi.org/10.1016/j.synthmet.2004.08.005.

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43

Vyskočil, Vlastimil, Tomáš Navrátil, Petra Polášková, and Jiří Barek. "Voltammetric Determination of Genotoxic Nitro Derivatives of Fluorene and 9-Fluorenone Using a Mercury Meniscus Modified Silver Solid Amalgam Electrode." Electroanalysis 22, no. 17-18 (2010): 2034–42. http://dx.doi.org/10.1002/elan.201000084.

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44

Ren, Shiyu, Liangshen Li, Yucheng Li, Juan Wu, and Yueqin Dou. "Development and Field Application of a Diffusive Gradients in Thin-Films Passive Sampler for Monitoring Three Polycyclic Aromatic Hydrocarbon Derivatives and One Polycyclic Aromatic Hydrocarbon in Waters." Water 16, no. 5 (2024): 684. http://dx.doi.org/10.3390/w16050684.

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Polycyclic aromatic hydrocarbon (PAH) derivatives are widely present in the environment, and some are more hazardous than their parent PAHs. However, compared to PAHs, PAH derivatives are less studied due to challenges in monitoring as a result of their low concentrations in environmental matrixes. Here, we developed a new passive sampler based on diffusive gradients in thin films (DGT) to monitor PAH derivatives and PAHs in waters. In the laboratory study, the XAD18-DGT device exhibited high adsorption rates and was demonstrated to be suitable for deployment in environmental waters on the tim

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45

Capodilupo, Agostina-Lina, Viviana Vergaro, Gianluca Accorsi, et al. "A series of diphenylamine-fluorenone derivatives as potential fluorescent probes for neuroblastoma cell staining." Tetrahedron 72, no. 22 (2016): 2920–28. http://dx.doi.org/10.1016/j.tet.2016.04.012.

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46

Mano, N., and A. Kuhn. "Cation induced amplification of the electrocatalytic oxidation of NADH by immobilized nitro-fluorenone derivatives." Journal of Electroanalytical Chemistry 498, no. 1-2 (2001): 58–66. http://dx.doi.org/10.1016/s0022-0728(00)00249-7.

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47

Ye, Fei, Mansour Haddad, Véronique Michelet, and Virginie Ratovelomanana-Vidal. "Access toward Fluorenone Derivatives through Solvent-Free Ruthenium Trichloride Mediated [2 + 2 + 2] Cycloadditions." Organic Letters 18, no. 21 (2016): 5612–15. http://dx.doi.org/10.1021/acs.orglett.6b02840.

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48

Puenner, Florian, Justin Schieven, and Gerhard Hilt. "ChemInform Abstract: Synthesis of Fluorenone and Anthraquinone Derivatives from Aryl- and Aroyl-Substituted Propiolates." ChemInform 45, no. 6 (2014): no. http://dx.doi.org/10.1002/chin.201406108.

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49

Brown, M. A., and D. G. Tuck. "Crystallographic and spectroscopic studies of adducts of indium (III) iodide with two cyclic ketones." Canadian Journal of Chemistry 78, no. 5 (2000): 536–41. http://dx.doi.org/10.1139/v00-049.

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Indium(III) iodide forms a 1:1 adduct with 9-xanthenone, of quasi-tetrahedral structure; triclinic, a = 10.805(4), b = 11.494(4), c = 7.493 (2) Å, α = 104.12(3), β = 106.35(3), γ = 91.165(3)°, V = 860.8(5) Å3, Z = 2, space group P1-. With 9-fluorenone, the adduct has 1:2 stoichiometry, and approximately D3h symmetry in the InI3O2 kernel; the structure is triclinic, a =11.212(2), b = 16.504(3), c = 7.537(2) Å, α = 94.57(2), β = 109.05(1), γ = 91.165(15)°, V = 1312.6(4) Å3, Z = 2, space group P1-. The solid structures, and the solution chemistry, are compared with those of related neutral deriva

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50

Dong, Xue, Tao Wang, Yu Zhao, et al. "Crystalline Diradical Dianions and Radical Anions of Indenofluorenediones." Chemistry 7, no. 1 (2025): 27. https://doi.org/10.3390/chemistry7010027.

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Fluorenone derivatives represent promising candidates for electron-transport materials in organic electronic devices. Given that anionic species serve as electron-transfer carriers in electron-transport materials, it is highly desirable to isolate and characterize the radical anions and dianions of indenofluorened derivatives (IFO). In this work, the reduction of three indenofluorenedione derivatives (IFO, 1, 2 and 3) with potassium resulted in three radical anion salts (1K[(crypt-222)], 2K[(crypt-222)] and 3K) and one dianion salt (2[K(crypt-222)]2). Single-crystal X-ray diffraction and elect

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