Synthesis of 1,4-Dimethyl-9,10-Anthraquinone from 1,4-Naphthoquinone and 2,4-Hexadiene in the Presence of Heteropoly Acids

Gogin L. L.; Zhizhina E. G.; Pai Z. P.

首页> 外文期刊>Kinetics and catalysis >Synthesis of 1,4-Dimethyl-9,10-Anthraquinone from 1,4-Naphthoquinone and 2,4-Hexadiene in the Presence of Heteropoly Acids

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Synthesis of 1,4-Dimethyl-9,10-Anthraquinone from 1,4-Naphthoquinone and 2,4-Hexadiene in the Presence of Heteropoly Acids

机译：在杂多酸存在下，合成1,4-萘醌和2,4-己二烯的1,4-二甲基-9,10-蒽醌

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The synthesis of 1,4-dimethyl-9,10-anthraquinone (DMAQ) from 1,4-naphthoquinone and 2,4-hexadiene was studied based on a new one-step method developed by the authors for the synthesis of substituted anthraquinones. A solution of high-vanadium heteropoly acid with the empirical formula H17P3Mo16V10O89 (HPA-10) was used as a bifunctional (acid and oxidation) catalyst. It was found that a reaction with 2,4-hexadiene, unlike other methylbutadienes, does not proceed so smoothly, and it leads to the formation of a mixture of DMAQ, its dihydro derivative, and tarry products. Possible reasons for the results obtained are discussed.

机译：基于作者开发的新的一步法，研究了来自1,4-萘醌和2,4-己二烯的1,4-二甲基-9,10-蒽醌（DMAQ）的合成，用于合成取代的蒽醌。使用经验式H17P3MO16V10O89（HPA-10）的高钒杂多酸溶液用作双官能（酸和氧化）催化剂。发现与2,4-六二烯不同的反应与其他甲基丁二烯不同，不能如此顺利进行，并且它导致形成DMAQ，其二氢衍生物和轨道产品的混合物。讨论了所得结果的可能原因。

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来源
《Kinetics and catalysis》 |2019年第1期|共5页
作者
Gogin L. L.; Zhizhina E. G.; Pai Z. P.;
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作者单位

Russian Acad Sci Siberian Branch Boreskov Inst Catalysis Novosibirsk 630090 Russia;

Russian Acad Sci Siberian Branch Boreskov Inst Catalysis Novosibirsk 630090 Russia;

Russian Acad Sci Siberian Branch Boreskov Inst Catalysis Novosibirsk 630090 Russia;

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正文语种 eng
中图分类化学;
关键词
anthraquinones; diene synthesis; high-vanadium heteropoly acids;

机译：蒽醌;二烯合成;高钒杂多酸;

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专利

1. Synthesis of 1,4-Dimethyl-9,10-Anthraquinone from 1,4-Naphthoquinone and 2,4-Hexadiene in the Presence of Heteropoly Acids [J] . Gogin L. L., Zhizhina E. G., Pai Z. P. Kinetics and catalysis . 2019,第1期

机译：在杂多酸存在下，合成1,4-萘醌和2,4-己二烯的1,4-二甲基-9,10-蒽醌
2. Synthesis of 2-oxy-3-(pyridinium-1'-yl)-1,4-naphthoquinone derivatives by iodine or hydrogen peroxide oxidation of 1,4-naphthoquinones in the presence of substituted pyridines [J] . Citterio A, Fochi M, Maronati A, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 1997,第6期

机译：在取代吡啶存在下，通过碘或过氧化氢氧化1,4-萘醌合成2-氧-3-（吡啶-1'-基吡啶）-1,4-萘醌衍生物
3. Palladium-catalysed cross coupling of arylboronic acids with 2-chloro-1,4-naphthoquinones;the synthesis of 2-aryl-and 2,3-bisaryl-1,4-naphthoquinones [J] . Wayne M.Best, Colette G.Sims, Merilyn Winslade Australian Journal of Chemistry: A Journal for the Publication of Original Research in All Branches of Chemistry . 2001,第6期

机译：钯催化的芳基硼酸与2-氯-1,4-萘醌的交叉偶联; 2-芳基-和2,3-双芳基-1,4-萘醌的合成
4. Alternating Copolymerizations of 9,10-Anthraquinone diketene or 1,4-Naphthoquinone diketene with 1,4-Benzoquinone or 1,4-Benzoquinone diimine: A Novel Preparative Route for Polyarylate and Polyaramide [C] . Shouji Iwatsuki, Takahito Itoh, Masahiko Kozaki Asia symposium on polymerization and fine polymers . 1995

机译：9,10-蒽醌二酮或1,4-萘醌二酮与1,4-苯醌或1,4-苯醌二亚胺的交替共聚：聚芳酯和聚芳酰胺的新型制备方法
5. I. Synthesis of substituted naphthalenes utilizing active nickel. II. Synthesis of substituted naphthoquinones and formation of a charge transfer complex. III. Synthesis of substituted 1,4-diphenyl-2-butenes from (eta(6):eta(6)-1,4-diphenyl-1,3-butadiene)-bis(tricarbonylchromium) [D] . Forkner, Matthew W. 1988

机译：I.利用活性镍合成取代的萘。二。取代萘醌的合成和电荷转移配合物的形成。三，由（eta（6）：eta（6）-1,4-二苯基-1,3-丁二烯）-双（三羰基铬）合成取代的1,4-二苯基-2-丁烯
6. Synthesis of cyclic ethers by cyclodehydration of 1n-diols using heteropoly acids as catalysts [O] . Yufeng Sun, Yatao Huang, Minmin Li, 2018

机译：以杂多酸为催化剂通过1n-二醇的环脱水反应合成环醚
7. One-pot synthesis of formic acid via hydrolysis–oxidation of potato starch in the presence of cesium salts of heteropoly acid catalysts [O] . Nikolay V. Gromov, Tatiana B. Medvedeva, Yulia A. Rodikova, 2020

机译：杂多酸催化剂存在下马铃薯淀粉水解氧化的一壶合成

Synthesis of 1,4-Dimethyl-9,10-Anthraquinone from 1,4-Naphthoquinone and 2,4-Hexadiene in the Presence of Heteropoly Acids

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