(2,7-dinitro-1',3'-dihydrospiro[fluorene-9,2'-indene]-5',6'-diyl)dimethanol | 1260521-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2,7-dinitro-1',3'-dihydrospiro[fluorene-9,2'-indene]-5',6'-diyl)dimethanol
• 英文别名: [6-(Hydroxymethyl)-2',7'-dinitrospiro[1,3-dihydroindene-2,9'-fluorene]-5-yl]methanol；[6-(hydroxymethyl)-2',7'-dinitrospiro[1,3-dihydroindene-2,9'-fluorene]-5-yl]methanol
• CAS: 1260521-63-8
• 化学式: C₂₃H₁₈N₂O₆
• 分子量: 418.406
• InChiKey: BPJUSFPLOMICTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2,7-dinitro-1',3'-dihydrospiro[fluorene-9,2'-indene]-5',6'-diyl)dimethanol 在 四丁基溴化铵 、 rongalite 、 三溴化磷 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 41.0h， 生成 2',7'-Dinitrospiro[1,3-dihydroindeno[5,6-g]naphthalene-2,9'-fluorene]-6,9-dione
  参考文献：
  名称：

  Diversity-oriented approach to linearly fused spirocycles via strategic utilization of a [2+2+2] cycloaddition and the Diels–Alder reaction

  摘要：

  We have demonstrated a simple and an efficient protocol for assembling a library of linearly fused spirocycles in a diversity-oriented manner by utilizing two sequential atom-economic reactions such as a [2+2+2] cycloaddition and the Diels-Alder (DA) reaction. Herein, we have used rongalite for the formation of sultine derivatives, which are useful latent diene equivalents suitable for the DA sequence to generate a library of polycycles under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.01.009
• 作为产物：
  描述：

  2,7-二硝基芴 在 titanium(IV) isopropylate 、 Wilkinson's catalyst 、 苄基三乙基氯化铵 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 34.0h， 生成 (2,7-dinitro-1',3'-dihydrospiro[fluorene-9,2'-indene]-5',6'-diyl)dimethanol
  参考文献：
  名称：

  Diversity-oriented approach to linearly fused spirocycles via strategic utilization of a [2+2+2] cycloaddition and the Diels–Alder reaction

  摘要：

  We have demonstrated a simple and an efficient protocol for assembling a library of linearly fused spirocycles in a diversity-oriented manner by utilizing two sequential atom-economic reactions such as a [2+2+2] cycloaddition and the Diels-Alder (DA) reaction. Herein, we have used rongalite for the formation of sultine derivatives, which are useful latent diene equivalents suitable for the DA sequence to generate a library of polycycles under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.01.009

文献信息

• Spiro-Annelated Zn-Phthalocyanine: A Novel Building Block for Molecular Architecture?
  作者：Theo Schotten、Herwig Berthold、Joachim Thiem、Andrea Zaliani

  DOI：10.1055/s-0030-1258209

  日期：2010.10

  The de novo synthesis of an aromatic system via [2+2+2] alkyne cyclotrimerization provided access to a fluorenyl spiro-annelated­ phthalic anhydride derivative. Its exceptional rigidity - originating from the orthogonally attached fluorenyl moiety - was confirmed by single-crystal X-ray analysis. The anhydride was used successfully as a precursor for the synthesis of a novel class of orthogonal spiro-annelated Zn-phthalocyanine, which has the potential to be used as a core for molecular architecture.

  通过 [2+2+2] 乙炔环三聚反应的全新合成获得了一种芳香体系，从而得到了一种氟烯基螺环连接的邻苯二甲酸酐衍生物。其异常的刚性源自于正交连接的氟烯基部分，这一点通过单晶X射线分析得到了证实。该酐成功地作为前体用于合成一种新型的正交螺环连接的锌酞菁，具有作为分子架构核心的潜力。
• Diversity-oriented approach to linearly fused spirocycles via strategic utilization of a [2+2+2] cycloaddition and the Diels–Alder reaction
  作者：Sambasivarao Kotha、Rashid Ali

  DOI：10.1016/j.tet.2015.01.009

  日期：2015.3

  We have demonstrated a simple and an efficient protocol for assembling a library of linearly fused spirocycles in a diversity-oriented manner by utilizing two sequential atom-economic reactions such as a [2+2+2] cycloaddition and the Diels-Alder (DA) reaction. Herein, we have used rongalite for the formation of sultine derivatives, which are useful latent diene equivalents suitable for the DA sequence to generate a library of polycycles under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.