- Preparation method of 2-ethylanthracene
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The invention discloses a preparation method of 2-ethylanthracene. The preparation method comprises the following steps: firstly, 2-(4-ethylbenzoyl) benzoic acid is prepared; then, 2-(4-ethylbenzoyl)benzoic acid is subjected to a reaction with concentrated sulfuric acid in a tubular reactor comprising a T-shaped mixer, a reactor A, a Y-shaped mixer, a reactor B and a separator, and 2-ethyl anthraquinone is prepared; finally, a strong ammonia solution as a reaction medium, crystalline copper sulfate as a catalyst, zinc powder as a reducing agent, and 2-ethyl anthraquinone as a raw material aresubjected to reflux reaction at 70-80 DEG C for 1-3 h, a reaction product is cooled to the room temperature after the reaction and is subjected to silica-gel column chromatography, and 2-ethylanthracene is prepared. The disclosed method is simple to operate, and the yield of the target product is high.
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- Nickel-catalyzed cross-coupling of aryl or 2-menaphthyl quaternary ammonium triflates with organoaluminum reagents
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The cross-coupling of aryltrimethylammonium triflates with AlMe3 and β-H-containing trialkylaluminums was performed in dioxane at 110 °C under catalysis of (dppp)NiCl2 to afford alkylated arenes. The cross-coupling of 2-menaphthyltri
- He, Fang,Wang, Zhong-Xia
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p. 4450 - 4457
(2017/06/30)
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- Nickel-Catalyzed Cross-Coupling of Organolithium Reagents with (Hetero)Aryl Electrophiles
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Nickel-catalyzed selective cross-coupling of aromatic electrophiles (bromides, chlorides, fluorides and methyl ethers) with organolithium reagents is presented. The use of a commercially available nickel N-heterocyclic carbene (NHC) complex allows the reaction with a variety of (hetero)aryllithium compounds, including those prepared via metal-halogen exchange or direct metallation, whereas a commercially available electron-rich nickel-bisphosphine complex smoothly converts alkyllithium species into the corresponding coupled product. These reactions proceed rapidly (1 h) under mild conditions (room temperature) while avoiding the undesired formation of reduced or homocoupled products. Nickel-catalyzed cross-coupling of aromatic electrophiles with organolithium reagents is presented. The use of a commercially available nickel N-heterocyclic carbene complex allows reaction with a variety of (hetero)aryllithium compounds, whereas a commercially available electron-rich nickel bisphosphine complex smoothly converts alkyllithium species into the corresponding coupled product.
- Heijnen, Dorus,Gualtierotti, Jean-Baptiste,Hornillos, Valentín,Feringa, Ben L.
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supporting information
p. 3991 - 3995
(2016/03/16)
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- A new InCl3-catalyzed reduction of anthrones and anthraquinones by using aluminum powder in aqueous media
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InCl3-catalyzed reduction of anthrones and anthraquinones was investigated under different conditions. A new synthetic method for anthracenes in aqueous media under mild conditions is described.
- Wang, Chunyan,Wan, Jieping,Zheng, Zhiguo,Pan, Yuanjiang
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p. 5071 - 5075
(2008/02/01)
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- Nitrous oxide oxidation catalyzed by ruthenium porphyrin complex
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Dinitrogen oxide was employed as a clean oxidant for various oxidations in the presence of a catalytic amount of dioxoruthenium tetramesitylporphyrin complex (Ru(tmp)(O)2). A variety of olefins, secondary alcohols, and benzyl alcohols were smoothly oxidized to the corresponding epoxides, ketones, and aldehydes in high yields. In the oxidation of 9,10-dihydroanthracene derivatives, the competitive reactions affording anthraquinones and anthracenes could be regulated by the reaction conditions. At a high temperature (200°C), anthraquinones were selectively produced, while the anthracenes were selectively produced by the addition of sulfuric acid.
- Tanaka, Hirotaka,Hashimoto, Kentaro,Suzuki, Kyosuke,Kitaichi, Yasunori,Sato, Mitsuo,Ikeno, Taketo,Yamada, Tohru
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p. 1905 - 1914
(2007/10/03)
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- Efficient oxidative aromatization of 9,10-dihydroanthracenes with molecular oxygen catalyzed by ruthenium porphyrin complex
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In the presence of a catalytic amount of a ruthenium porphyrin complex, various 9,10-dihydroanthracene derivatives were aromatized with molecular oxygen to the corresponding anthracenes. It was found that the addition of sulfuric acid accelerated the aromatization at room temperature under atmospheric pressure of oxygen to afford various anthracenes in high yields.
- Tanaka, Hirotaka,Ikeno, Taketo,Yamada, Tohru
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p. 576 - 578
(2007/10/03)
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- Oxidative aromatization of 9,10-dihydroanthracenes using molecular oxygen promoted by activated carbon
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Substituted 9,10-dihydroanthracenes were oxidatively aromatized to the corresponding anthracenes effectively by using molecular oxygen as an oxidant and activated carbon (Darco KB, Aldrich, Inc.) as a promoter in xylene.
- Nakamichi, Natsuki,Kawabata, Hirotoshi,Hayashi, Masahiko
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p. 8272 - 8273
(2007/10/03)
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- Selective nitrous oxide oxidation for C-H oxidation and aromatization of 9,10-dihydroanthracene derivatives
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During the nitrous oxide oxidation of 9,10-dihydroanthracene derivatives catalyzed by the ruthenium-porphyrin complexes, anthraquinones were selectively afforded by the C-H oxidation of the benzylic carbon under the appropriate reaction conditions, whereas anthracenes as a result of oxidative aromatization were selectively obtained in the presence of sulfuric acid.
- Hashimoto, Kentaro,Tanaka, Hirotaka,Ikeno, Taketo,Yamada, Tohru
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p. 582 - 583
(2007/10/03)
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- Anthracene derivatives
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The present invention relates to compounds of formula (I) or a monomethyl or a monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar is an anthracene or substituted anthracene ring system; R1 contains not more than eight carbon carbon atoms and is a group STR1 wherein m is 0 or 1; R5 is hydrogen; R6 and R7 are the same or different and each is hydrogen or C1-3 alkyl optionally substituted by hydroxy; R8 and R9 are the same or different and each is hydrogen or C1-3 alkyl; --C--C-- is a five- or six-membered saturated carbocyclic ring; R10 is hydrogen, methyl or hydroxymethyl; R11, R12 and R13 are the same or different and each is hydrogen or methyl; R14 is hydrogen, methyl, hydroxy, or hydroxymethyl.
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