dimethyl 9,10-dihydro-9,10-benzenoanthracene-2,3-carboxylate | 56306-43-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: dimethyl 9,10-dihydro-9,10-benzenoanthracene-2,3-carboxylate
• 英文别名: dimethyl 9,10-dihydro-9,10-[1',2']benzenoanthracene-2,3-dicarboxylate；9,10-(1',2'-Benzeno)anthracene-2,3-dicarboxylic acid, 9,10-dihydro-, dimethyl ester；dimethyl pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene-4,5-dicarboxylate
• CAS: 56306-43-5
• 化学式: C₂₄H₁₈O₄
• 分子量: 370.405
• InChiKey: GJINKNABONTPIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 9,10-dihydro-9,10-benzenoanthracene-2,3-carboxylate 在 肼 作用下， 以 乙醇 为溶剂， 以98%的产率得到9,10-dihydro-9,10-[1',2']benzenoanthracene-2,3-dicarboxylic acid cyclic hydrazide
  参考文献：
  名称：

  Iptycene-Derived Pyridazines and Phthalazines

  摘要：

  The synthesis of new heterocyclic oligo(phenylene) analogues based on soluble, nonaggregating 1,2-diazines is reported. Improved palladium-catalyzed reductive coupling methods were developed to allow for the preparation of large quantities of iptycene-derived bipyridazines and biphthalazines, and the controlled synthesis of well-defined oligomers up to sexipyridazine. Crystallographic, spectroscopic, and computational evidence indicate that in these analogues, hindrance at the ortho position is relaxed relative to poly(phenylenes). The resulting building blocks are promising for incorporation in conjugated electronics materials, and as new iptycene-derived ligands for transition metals.

  DOI：

  10.1021/jo702000d
• 作为产物：
  描述：

  dimethyl 1,4,9,10-tetrahydro-9,10-[1',2']benzenoanthracene-2,3-dicarboxylate 在 potassium permanganate 、 adogen 464 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以84%的产率得到dimethyl 9,10-dihydro-9,10-benzenoanthracene-2,3-carboxylate
  参考文献：
  名称：

  Iptycene-Derived Pyridazines and Phthalazines

  摘要：

  The synthesis of new heterocyclic oligo(phenylene) analogues based on soluble, nonaggregating 1,2-diazines is reported. Improved palladium-catalyzed reductive coupling methods were developed to allow for the preparation of large quantities of iptycene-derived bipyridazines and biphthalazines, and the controlled synthesis of well-defined oligomers up to sexipyridazine. Crystallographic, spectroscopic, and computational evidence indicate that in these analogues, hindrance at the ortho position is relaxed relative to poly(phenylenes). The resulting building blocks are promising for incorporation in conjugated electronics materials, and as new iptycene-derived ligands for transition metals.

  DOI：

  10.1021/jo702000d

文献信息

• Medium-Dependent Type Selectivity in Photoreactions of a Crown Ether-Annelated Dibenzobarrelene Derivative
  作者：Heiko Ihmels、Michael Schneider、Michael Waidelich

  DOI：10.1021/ol026482w

  日期：2002.9.1

  [reaction: see text] A concept for modifying the photochemical properties of a dibenzobarrelene derivative by the combination of supramolecular assembly and solid-state photochemistry is presented. The irradiation of dibenzobarrelene 1b and alkali metal complexes thereof (1:1) in acetonitrile or benzene solution leads preferentially to the dibenzocyclooctatetraene 4b as the photoproduct. In contrast

  [反应：见正文]提出了一种通过超分子组装和固态光化学的结合来改变二苯并桶烯衍生物的光化学性质的概念。在苯腈或苯溶液中辐照二苯并戊烯1b及其碱金属配合物（1：1）优先产生作为光产物的二苯并环辛酸酯四烯4b。相反，由于强的阳离子作用，二苯并半bullvalene 5b形成为固态的主要光产物。