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金属卟啉催化萘酚过氧化氢氧化(Ⅱ)──制备2-羟基-1,4-萘醌的氧化机理研究 被引量:3

Oxidation of Naphthol with Hydroperoxide Catalyzed by Metalloporphyrins(Ⅱ) ──Mechanism for Preparation of 2-Hydroxy-1,4-naphthaqinone
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摘要 在低温碱性甲醇溶液中一氯化四苯基卟啉铁催化萘酚 H2 O2 氧化高选择性地制取 2 -羟基 -1 ,4-萘醌(HNQ) ,以 2 -萘酚和 1 -萘酚为底物时 HNQ的最高产率分别为 5 7%和 40 % (纯度 >95 % ) .根据金属卟啉催化氧化反应的特性 ,采用 UV-Vis和 EPR现场光谱监测催化剂和反应物的光谱变化 ,提出了羟基游离基加成反应机理 . With hydrogen peroxide as oxidant, we got a high selectivity of 2\|hydroxy\|1,4\| naphthaqinone from 1\| and 2\|naphthol in methanol solution containing sodium hydroxide at low temperature. A series of tetraphenylporphyrin ferron chloride and its corresponding substitutes are employed as catalysts. By determination of UV\|Vis and EPR spectra \%in situ\%, a probable mechanism model was established.
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2000年第1期108-111,共4页 Chemical Journal of Chinese Universities
基金 吉林省科学技术委会青年基金
关键词 金属卟啉 催化作用机理 萘酚 萘醌 Catalysis mechanism of metalloporphyrin Naphthol 2\|Hydroxy\|1 4\|naphthaqinone
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参考文献2

  • 1Tong Shanling,Chem Res Chin Univ,1997年,13卷,299页
  • 2郑国栋,高等学校化学学报,1994年,15卷,956页

同被引文献48

  • 1潘继刚,何明威,刘轻轻.四苯基卟啉及其衍生物的合成[J].有机化学,1993,13(5):533-536. 被引量:50
  • 2高德,郑国栋,杨国星,王清民,曹锡章,徐吉庆.几种卟啉及其配合物合成方法的改进[J].有机化学,1994,14(3):310-313. 被引量:14
  • 3袁履冰 张田林.卟啉化合物的共振能[J].有机化学,1986,4:289-290.
  • 4Jonathan S Lindsey,Irwin C Schreiman,Henry C Hsu,et al.Rothemund and adler-longo reactions revisited:synthesis of tetraphenylporphyrins under equilibrium conditions[J].J Org Chem, 1984,54:827-836.
  • 5Jonathan S Lindsey,Henry C Hsu. Synthesis of tetraphenylporphyrins under very mild conditions[J].Tetrahedron lett, 1986,27:4969-4970.
  • 6Wagner R W, Lawrence D S,Lindsey Jonathan S. An improved synthesis of tetramesitylporphyrin[J].Tetrahedron lett,1987,28:3069-3070.
  • 7Jonathan S Lindsey, Kristy A Maccrum,John S T,et al.Investigation of a synthesis of meso-porphyrins employing high concentrations and an electron transport chain for aerobic oxidation[J].J Org Chem, 1994,59:579-587.
  • 8Hasrat A, Johan E V.Metal complexes as photo- and radiosensitizers[J]. Chem Rev, 1999,99:2379-2450.
  • 9Armitage B.photocleavage of nucleic acids[J]. Chem Rev,1998,98:1171-1200.
  • 10Meunier B.Metalloporphyrins as versatile catalysts for oxidation reactions and oxidative DNA cleavage[J]. Chem Rev, 1992,92,1411-1456.

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