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Journal articles on the topic 'Cyclohexadien-1'

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Published: 4 June 2021

Last updated: 6 February 2022

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1

Kreiter, Cornelius G., та Klaus Lehr. "Photochemische Reaktionen von Übergangsmetall-Organyl-Komplexen mit Olefnen, VI. Reaktionen von Tricarbonyl-η5-2,4-cyclohexadienyl-mangan mit konjugierten Dienen / Photochemical Reactions of Transition Metal Organyl Complexes with Olefins, VI. Reactions of Tricarbonyl (η5-2,4-cyclohexadienyl)manganese with Conjugated Dienes". Zeitschrift für Naturforschung B 46, № 10 (1991): 1377–83. http://dx.doi.org/10.1515/znb-1991-1016.

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Tricarbonyl-η5-2,4-cyclohexadien-1-yl-manganese (1) was reacted photochemically at 253 K with simple conjugated dienes. Four different types of products were obtained, depending upon the dienes. With 1,3-butadiene (A) dicarbonyl-η4:3-1-(3-buten-1,2-diyl)-2,4-cyclohexadiene-manganese (2A) is isolated. 2-Methyl-1,3-butadiene (B) yields the methyl-substituted diastereomeric dicarbonyls 2B, 2B′, the [4+5]-cycloadduct tricarbonyl-η3:2-3-methyl-bicyclo-[4.3.1]-3,8-decadien-7-yl-manganese (3B) and tetracarbonyl-η3-4-methylene-bicyclo[4.3.1]-8-decen-3-yl-manganese (4B) with an exocyclically coordinate

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2

Akbar, Erum, Hafiz Rub Nawaz, and Abdul Malik. "Dihydroquinol And Quinol Derivatives From Ajuga Parviflora." Zeitschrift für Naturforschung B 56, no. 8 (2001): 842–46. http://dx.doi.org/10.1515/znb-2001-0819.

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Dihydroquinol derivative 1, quinol glucopyranoside 2 and quinol derivative 3 have been isolated from the ethyl acetate soluble fraction of Ajuga parviflora and their structures have been elucidated through spectroscopic studies as methyl 2-[2,2-dimethyl-6-oxo-7-dihydro-1,3- benzodioxol-3(6H)-yl]aceate (1), 2-hydroxy-4β-methyl-4a-(β-D-glucopyranoside)-2,5-cyclohexadien- 1-one (2) and (4-oxo-2,5-cyclohexadien-1-yl)acetic acid (3). The known quinol 4 has also been isolated for the first time from this species

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3

Schultz, Arthur G., Arthur G. Taveras, and Roger E. Harrington. "An improved procedure for the conversion of3,3-disubstituted-1,4-cyclohexadienes to 2,5-cyclohexadien-1-ones." Tetrahedron Letters 29, no. 32 (1988): 3907–10. http://dx.doi.org/10.1016/s0040-4039(00)80377-9.

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4

Morawietz, Jens, and Wolfram Sander. "Matrix Isolation ofo-Quinoid Compounds – 6-Imino-2,4-cyclohexadien-1-one and 1,2-Diimino-3,5-cyclohexadiene." Liebigs Annalen 1996, no. 12 (1996): 2029–37. http://dx.doi.org/10.1002/jlac.199619961213.

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5

Christl, Manfred, and Martin Braun. "Freisetzung und Abfangreaktionen von 1-Oxa-2,3-cyclohexadien." Chemische Berichte 122, no. 10 (1989): 1939–46. http://dx.doi.org/10.1002/cber.19891221019.

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6

Schreck, Michael, and Manfred Christl. "Freisetzung und Abfangreaktionen von 1-Oxa-3,4-cyclohexadien." Angewandte Chemie 99, no. 7 (1987): 720–21. http://dx.doi.org/10.1002/ange.19870990736.

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7

Tobal, Ignacio E., Rocío Bautista, David Diez, Narciso M. Garrido, and Pilar García-García. "1,3-Cyclohexadien-1-Als: Synthesis, Reactivity and Bioactivities." Molecules 26, no. 6 (2021): 1772. http://dx.doi.org/10.3390/molecules26061772.

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In synthetic organic chemistry, there are very useful basic compounds known as building blocks. One of the main reactions wherein they are applied for the synthesis of complex molecules is the Diels–Alder cycloaddition. This reaction is between a diene and a dienophile. Among the most important dienes are the cyclic dienes, as they facilitate the reaction. This review considers the synthesis and reactivity of one of these dienes with special characteristics—it is cyclic and has an electron withdrawing group. This building block has been used for the synthesis of biologically active compounds a

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8

Fraser, Craig, and Rowan D. Young. "Stable Carbocation Generated via 2,5-Cyclohexadien-1-one Protonation." Journal of Organic Chemistry 83, no. 1 (2017): 505–9. http://dx.doi.org/10.1021/acs.joc.7b02668.

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9

Linker, Torsten, and Lothar Fröhlich. "Regio- und diastereoselektive Photooxygenierung chiraler 2,5-Cyclohexadien-1-carbonsäuren." Angewandte Chemie 106, no. 19 (1994): 2064–66. http://dx.doi.org/10.1002/ange.19941061928.

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10

AVDEENKO, A. P., and N. M. GLINYANAYA. "ChemInform Abstract: Chlorination and Bromination of 4-Arylsulfonyloxyimino-2,5- cyclohexadien-1-ones and 1,4-Di(arylsulfonyloxyimino)-2,5- cyclohexadienes." ChemInform 27, no. 33 (2010): no. http://dx.doi.org/10.1002/chin.199633064.

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11

Schultz, A. G. "New photochemistry of 2,5-cyclohexadien-1-ones and related compounds." Pure and Applied Chemistry 60, no. 7 (1988): 981–88. http://dx.doi.org/10.1351/pac198860070981.

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12

Yates, Peter, Anabela Gomes, D. Jean Burnell, Dong Dao Cong, and Jeffery F. Sawyer. "Some 6,6-disubstituted 2,4-cyclohexadien-1-ones and the facial selectivity in their Diels–Alder reactions with dimethyl acetylenedicarboxylate." Canadian Journal of Chemistry 67, no. 1 (1989): 37–47. http://dx.doi.org/10.1139/v89-007.

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6,6-Disubstituted 2,4-cyclohexadien-1-ones can be prepared by dibromination–bisdehydrobromination of the corresponding 6,6-disubstituted 2,2-dibromocyclohexanones. Such dienes undergo Diels–Alder reactions with dimethyl acetylenedicarboxylate to give 3,3-disubstituted 5,6-di(methoxycarbonyl)bicyclo[2.2.2]octa-5,7-dien-2-ones; when the substituents at C-6 in the dienones are different, two diastereomers of the adducts are formed in a ratio dependent on the "facial selectivity" in the Diels–Alder reactions. For the cases where one of the 6-substituents is methyl and the other is methoxycarbonyl,

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13

Christl, Manfred, and Michael Schreck. "7-Arylbicyclo[4.2.0]oct-1-ene – Synthese durch [2 + 2]-Cycloadditionen von 1,2-Cyclohexadien sowie 1-Methyl-1,2-cyclohexadien und thermische Äquilibrierung derexo/endo-Isomeren." Chemische Berichte 120, no. 6 (1987): 915–20. http://dx.doi.org/10.1002/cber.19871200609.

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14

Sheen, Chih-Wei, Onur Alptürk, and Nicolas Sluis-Cremer. "Novel high-throughput screen identifies an HIV-1 reverse transcriptase inhibitor with a unique mechanism of action." Biochemical Journal 462, no. 3 (2014): 425–32. http://dx.doi.org/10.1042/bj20140365.

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We have developed a FRET-based high-throughput screening assay for the AZT-MP excision activity of HIV-1 RT. Using this assay we screened 7265 compounds and identified APEX57219 {3,3′-[(3-carboxy-4-oxo-2,5-cyclohexadien-1-lidene)methylene]bis[6-hydroxy-benzoic acid]}. APEX75219 inhibits the interaction between RT and the nucleic acid substrate.

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15

Christl, Manfred, Martin Braun, Erich Wolz, and Willi Wagner. "Cycloallene, 9. 1-Phenyl-1-aza-3,4-cyclohexadien, das erste Isodihydropyridin: Erzeugung und Abfangreaktionen." Chemische Berichte 127, no. 6 (1994): 1137–42. http://dx.doi.org/10.1002/cber.19941270626.

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16

Frohn, H. J., and V. V. Bardin. "The First Hydrogen Containing (Polyfluorocycloalken-l-yl)xenon(II) Salts." Zeitschrift für Naturforschung B 53, no. 5-6 (1998): 562–64. http://dx.doi.org/10.1515/znb-1998-5-612.

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Abstract (2-H-Hexafluoro-1,4-cyclohexadien-1-yl)xenon(II) and (2-H-octafluorocyclohexen-1-yl)xenon(II) hexafluoroarsenates and tetrafluoroborates were obtained together with their perfluorinated analogues on reacting the corresponding (2,3,4,5-tetrafluorophenyl)xenon(II) salts with XeF2 in anhydrous HF (aHF). The fluorinated (cyclohexen-1-yl)xenon(II) cations react with bromide and iodide anions in MeCN and aHF under alkenylation of the halide anions.

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17

Toscano, R. A., F. Cruz, L. Quijano, F. Gómez-Garibay, and T. Rios. "Structures of 2-(3,5-dibromo-4-butoxy-1-hydroxy-4-methoxy-2,5-cyclohexadien-1-yl)ethanamide (I) and 2-(3,5-dibromo-1-hydroxy-4,4-dimethoxy-2,5-cyclohexadien-1-yl)ethanamide (II). Two marine compounds." Acta Crystallographica Section C Crystal Structure Communications 48, no. 12 (1992): 2235–37. http://dx.doi.org/10.1107/s0108270192003883.

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18

Wan, Peter, Beverly Barker, Li Diao, Maike Fischer, Yijian Shi, and Cheng Yang. "1995 Merck Frosst Award Lecture Quinone methides: relevant intermediates in organic chemistry." Canadian Journal of Chemistry 74, no. 4 (1996): 465–75. http://dx.doi.org/10.1139/v96-051.

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ortho and para-Quinone methides (2-methylene-3,5-cyclohexadien-1-one and 4-methylene-2,5-cyclohexadien-1-one, respectively) are intermediates in a variety of important chemical systems. In particular, o-quinone methides are useful in synthesis for the construction of chroman ring systems. A brief account of the relevance of quinone methide chemistry will be provided. This is followed by a review of recent studies from our laboratory on efficient methods for the photogeneration of quinone methides, concentrating on the use of hydroxy-substituted benzyl alcohols in aqueous media. It is shown tha

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19

KATAYAMA, Sadamu, Toshio WATANABE, and Masashige YAMAUCHI. "Convenient Synthesis of 2,4-Cyclohexadien-1-ones by Regioselective Methylthiomethylation of Phenols." CHEMICAL & PHARMACEUTICAL BULLETIN 41, no. 3 (1993): 439–44. http://dx.doi.org/10.1248/cpb.41.439.

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20

Shevchenko, S. M., and M. Ya Zarubin. "A theoretical conformation analysis for 4-(4?-hydroxybenzylidene)-2,5-cyclohexadien-1-one." Journal of Structural Chemistry 27, no. 5 (1987): 695–98. http://dx.doi.org/10.1007/bf00748506.

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21

Hutter, Wolfgang, and Hans-Karl Bodenseh. "Cross-conjugated compounds: microwave spectrum of 4,4-dimethyl-2,5-cyclohexadien-1-one." Journal of Molecular Structure 291, no. 2-3 (1993): 151–58. http://dx.doi.org/10.1016/0022-2860(93)85039-w.

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22

Pan, Xian-Ming, Eugenie Bastian, and Clemens von Sonntag. "The Reactions of Hydroxyl Radicals with 1,4-and 1,3-Cyclohexadiene in Aqueous Solution." Zeitschrift für Naturforschung B 43, no. 9 (1988): 1201–5. http://dx.doi.org/10.1515/znb-1988-0919.

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Abstract The reactions of radiolytically generated hydroxyl radicals and H atoms with 1,4- and 1,3-cyclohexadiene were studied by pulse radiolysis and product analysis. Hydrogen abstraction from these substrates by the OH radical yields the cyclohexadienyl radical (ε (310 nm) = 4400 dm3 mol-1 cm-1 from the reaction of the H atom with benzene) with an efficiency of 50% (0.29 ,μmol J-1) in the case of 1,4-cyclohexadiene and 25% (0.15 ,μmol J-1) in the case of 1,3-cyclohexadiene as determined by pulse radiolysis. The remaining OH radicals add to the olefin. In 1.4-cyclohexa- diene the yield of th

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23

Schultz, Arthur G., and Arthur G. Taveras. "The first intermolecular 2+2 photocycloadditions of 2,5-cyclohexadien-1-ones to alkenes." Tetrahedron Letters 29, no. 52 (1988): 6881–84. http://dx.doi.org/10.1016/s0040-4039(00)88465-8.

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24

Schultz, Arthur G., Mark Macielag, and Mark Plummer. "Intramolecular cycloadditions to oxyallyl zwitterions generated from photorearrangements of 2,5-cyclohexadien-1-ones." Journal of Organic Chemistry 53, no. 2 (1988): 391–95. http://dx.doi.org/10.1021/jo00237a030.

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25

Li, S., K. Lundquist, N. Soubbotin, and R. Stomberg. "2-Bromo-4-[2-bromo-(E)-propylidene]-6-methoxy-2,5-cyclohexadien-1-one." Acta Crystallographica Section C Crystal Structure Communications 51, no. 11 (1995): 2366–69. http://dx.doi.org/10.1107/s0108270195006317.

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26

Pfister-Guillouzo, Geneviève, Françoise Gracian, Anna Senio, Marguerite Letulle, and Jean-Louis Ripoll. "The thermal isomerisation benzoazetine - 6-methylene-2,4- cyclohexadien-1-imine: A photoelectron investigation." Tetrahedron Letters 33, no. 39 (1992): 5753–56. http://dx.doi.org/10.1016/0040-4039(92)89023-6.

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27

Sander, Wolfram, and Jens Morawietz. "Matrix isolation of a reactive o-quinoid compound - 6-methylene-2,4-cyclohexadien-1-imine." Tetrahedron Letters 34, no. 12 (1993): 1913–16. http://dx.doi.org/10.1016/s0040-4039(00)91961-0.

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28

Hegde, Shridhar G., Amude M. Kassim, and April I. Kennedy. "Aromatization reactions of 2-cyclohexenones and 1,3-cyclohexadien-1-amines with iodine/sodium alkoxide." Tetrahedron 57, no. 9 (2001): 1689–98. http://dx.doi.org/10.1016/s0040-4020(00)01171-6.

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29

Hong, Zhi, Guang Chen, Hua-Jiang Jiang, Ren-Er Chen та Wei-Ke Su. "Crystal structure of α-(4-(hydroxyimino)-2,5-dichloro-2,5-cyclohexadien- 1-ylidene)-benzeneacetonitrile, C14H8Cl2N2O". Zeitschrift für Kristallographie - New Crystal Structures 230, № 2 (2015): 71–72. http://dx.doi.org/10.1515/ncrs-2014-9033.

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30

HUTTER, W., and H. K. BODENSEH. "ChemInform Abstract: Cross-Conjugated Compounds: Microwave Spectrum of 4,4-Dimethyl-2,5- cyclohexadien-1-one." ChemInform 24, no. 25 (2010): no. http://dx.doi.org/10.1002/chin.199325037.

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31

KATAYAMA, S., T. WATANABE, and M. YAMAUCHI. "ChemInform Abstract: Convenient Synthesis of 2,4-Cyclohexadien-1-ones by Regioselective Methylthiomethylation of Phenols." ChemInform 25, no. 7 (2010): no. http://dx.doi.org/10.1002/chin.199407115.

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32

Gavrilova, G. V., V. A. Nikanorov, I. A. Shiryaevskaya, M. V. Galakhov, V. I. Rozenberg, and O. A. Reutov. "Nickel-zinc-induced redox troponization of 6-methyl-6-dibromomethyl-2,4-cyclohexadien-1-one." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 36, no. 12 (1987): 2676. http://dx.doi.org/10.1007/bf00957278.

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33

Shaala, Lamiaa A., Sherief I. Khalifa, Mostafa K. Mesbah, Rob W. M. Van Soest, and Diaa T. A. Youssef. "Subereaphenol A, a new Cytotoxic and Antimicrobial Dibrominated Phenol from the Red Sea Sponge Suberea Mollis." Natural Product Communications 3, no. 2 (2008): 1934578X0800300. http://dx.doi.org/10.1177/1934578x0800300222.

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An investigation of the sponge Suberea mollis collected at the Egyptian Red Sea coast afforded a new cytotoxic and antimicrobial dibrominated phenol, subereaphenol A (1), together with the previously reported compounds 2-(3′,5′-dibromo-2′-hydroxy-4′-methoxyphenyl)acetamide (2), dibromoverongiaquinol (3), bromochloroverongiaquinol (4), and 2-(3′,5′-dibromo-4′-ethoxy-1′-hydroxy-4′-methoxy-2′,5′-cyclohexadien-1-yl)acetamide (5). The structure of the compounds was determined by a combination of 1D and 2D NMR techniques and High-resolution mass spectral determinations. Complete and new NMR data for

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34

Schultz, Arthur G., and Mark Plummer. "Intramolecular cycloadditions of alkenes to oxyallyl zwitterions generated from photorearrangements of 2,5-cyclohexadien-1-ones." Journal of Organic Chemistry 54, no. 9 (1989): 2112–17. http://dx.doi.org/10.1021/jo00270a020.

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35

Kawase, Takeshi, Naoki Nishigaki, Hiroyuki Kurata, and Masaji Oda. "2,6-Di-tert-butyl-4-(3,3-diarylpropadienylidene)-2,5-cyclohexadien-1-ones, the First Stablep-Quinopropadienes." European Journal of Organic Chemistry 2004, no. 14 (2004): 3090–96. http://dx.doi.org/10.1002/ejoc.200400021.

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36

GAVRILOVA, G. V., A. A. GAVRILOV, and K. P. BUTIN. "ChemInform Abstract: Reaction of 4-Methyl-4-tribromomethyl-2,5-cyclohexadien-1-one with Zinc Metal." ChemInform 29, no. 17 (2010): no. http://dx.doi.org/10.1002/chin.199817052.

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37

Hiller, W., M. Neumayer, Α. Rieker, M. H. Khalifa, and G. Jung. "Crystal structure of N-(3,5-di-tert-butyl-4-oxo-1-phenyl-2,5-cyclohexadien-1-yl)isoleucin methylester, C27H39NO3." Zeitschrift für Kristallographie - New Crystal Structures 213, no. 1-4 (1998): 188–90. http://dx.doi.org/10.1524/ncrs.1998.213.14.188.

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38

Yates, Peter, and Tadas S. Macas. "Tandem Wessely oxidation and intramolecular Diels–Alder reactions. III. Synthesis of isotwistanes." Canadian Journal of Chemistry 66, no. 1 (1988): 1–10. http://dx.doi.org/10.1139/v88-001.

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Wessely oxidation of o-(3-alkenyl) phenols (5) with lead tetraacetate gives 6-acetoxy-6-(3-alkenyl)-2,4-cyclohexadien-1-ones (6), which undergo intramolecular Diels–Alder reactions to give isotwistene (hexahydro-1,5-methanoindene) derivatives (7). These, on hydrolysis followed by oxidation with periodic acid, give hexahydro-1-oxo-1H-indene-5-carboxylic acids (41, 46). Compounds 5 were prepared either by Grignard coupling of o-methoxybenzyl chloride with allyl halides followed by de-O-methylation with sodium thioethoxide or via reduction of dihydrocoumarins (18–20) to 2-chromanols (21–23) with

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39

Letulle, Marguerite, Pierre Guenot, and Jean-Louis Ripoll. "The syntheses of 6-methylene-2,4-cyclohexadien-1-imine and related o-quinonoids by FVT of 1-hetero-1,2,3,4-tetrahydronaphthalenes." Tetrahedron Letters 32, no. 18 (1991): 2013–16. http://dx.doi.org/10.1016/s0040-4039(00)78895-2.

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40

Naef, R. "Synthesis 1H-NMR mass and electronic absorption spectra of 4-(1-alkylbenz[cd]indol-2-ylidene)-2,5-cyclohexadien-1-ylidenepropanedinitriles." Dyes and Pigments 16, no. 3 (1991): 183–96. http://dx.doi.org/10.1016/0143-7208(91)85009-w.

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41

Schultz, Arthur G., Mark Plummer, Arthur G. Taveras, and Rudolph K. Kullnig. "Intramolecular 2 + 2 photocycloadditions of 4-(3'-alkenyl)- and 4-(3'-pentynyl)-2,5-cyclohexadien-1-ones." Journal of the American Chemical Society 110, no. 16 (1988): 5547–55. http://dx.doi.org/10.1021/ja00224a045.

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42

Sato, T., K. Nakamura, and M. Seno. "Effect of 4-methyl-4-trichloromethyl-2,5-cyclohexadien-1-one on radical polymerization of vinyl monomers." European Polymer Journal 33, no. 1 (1997): 121–26. http://dx.doi.org/10.1016/s0014-3057(96)00102-4.

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43

da Silva, Gabriel, and Joseph W. Bozzelli. "Quantum Chemical Study of the Thermal Decomposition ofo-Quinone Methide (6-Methylene-2,4-cyclohexadien-1-one)." Journal of Physical Chemistry A 111, no. 32 (2007): 7987–94. http://dx.doi.org/10.1021/jp073335c.

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44

Stomberg, R., and K. Lundquist. "Crystal structure of bis(1,3,5-tri-tert-butyl-4-oxo-2,5-cyclohexadien-1-yl)- peroxide, C36H58O4." Zeitschrift für Kristallographie - New Crystal Structures 212, no. 1 (1997): 263–64. http://dx.doi.org/10.1524/ncrs.1997.212.1.263.

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45

TUTORSKAYA, O. O., M. A. MIROPOL'SKAYA, and G. I. SAMOKHVALOV. "ChemInform Abstract: Synthesis of 4-Hydroxy-2,5-cyclohexadien-1-ones Bearing Isoprenoid Substituents of Different Structures." ChemInform 23, no. 16 (2010): no. http://dx.doi.org/10.1002/chin.199216172.

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46

Schultz, Arthur G., and Evan G. Antoulinakis. "Photochemical and Acid-Catalyzed Rearrangements of 4-Carbomethoxy-4-methyl-3-(trimethylsilyl)-2,5-cyclohexadien-1-one†." Journal of Organic Chemistry 61, no. 14 (1996): 4555–59. http://dx.doi.org/10.1021/jo952240g.

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47

Sokol, V. I., V. S. Sergienko, V. A. Glushkov, Yu V. Shklyaev, and V. V. Davydov. "Crystal structure of 2,5-cyclohexadien-4-one-spiro-3′-(2′-methylthio-5′,5′-dimethyl-1′-pyrroline)." Crystallography Reports 46, no. 2 (2001): 210–13. http://dx.doi.org/10.1134/1.1358395.

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48

Schultz, Arthur G., and Roger E. Harrington. "Substituent effects on the photorearrangements of 4-alkoxy-4-carbomethoxy-3-methoxy-2,5-cyclohexadien-1-ones." Journal of Organic Chemistry 56, no. 22 (1991): 6391–94. http://dx.doi.org/10.1021/jo00022a033.

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49

Bogachev, A. A., L. S. Kobrina, and V. D. Shteingarts. "Formation of bicyclic adducts in the reactions of fluorinated 2,4-cyclohexadien-1-ones with 2-carboxyhenzenediazonium." Russian Chemical Bulletin 43, no. 9 (1994): 1546–49. http://dx.doi.org/10.1007/bf00697146.

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50

Hegde, Shridhar G., Amude M. Kassim, and April I. Kennedy. "ChemInform Abstract: Aromatization Reactions of 2-Cyclohexenones and 1,3-Cyclohexadien-1-amines with Iodine/Sodium Alkoxide." ChemInform 32, no. 24 (2010): no. http://dx.doi.org/10.1002/chin.200124059.

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