9,10,11-triptindanetrione | 134939-87-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 9,10,11-triptindanetrione
• 英文别名: Triptindan-9,10,11-trione；9,10,11-Triptindantrion；Hexacyclo[7.7.7.01,9.02,7.011,16.017,22]tricosa-2,4,6,11,13,15,17,19,21-nonaene-8,10,23-trione
• CAS: 134939-87-0
• 化学式: C₂₃H₁₂O₃
• 分子量: 336.346
• InChiKey: DNHHXAXOENOELO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9,10,11-triptindanetrione 在 三氟甲磺酸 、 diethylzinc 、 氧气 、 对甲苯磺酸 作用下， 以 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.33h， 生成 Ethyltribenzocentropentaquinene
  参考文献：
  名称：

  Benzoannulated centropolyquinones. 8. Synthesis and reactions of 9,10,11-triptindantrione and some other functionalized tribenzo[3.3.3]propellanes (9H,10H-4b,9a-([1,2]benzenomethano)indeno[1,2-a]indenes)

  摘要：

  A new and efficient route to the tribenzo[3.3.3]propellane 1 (triptindan) and to some interesting derivatives such as 9-triptindanone (13) and 9,10,11-triptindantrione (3) has been developed. The propellane framework of 13 is accessible from 1,3-indandione in only two steps. Triketone 3, a versatile substrate with formal C3-upsilon molecular symmetry, is obtained from 13 in two further steps. First examples are presented for reactions of 3 leading to more complex benzoannelated centropolyquinanes (centropolyindans).

  DOI：

  10.1021/jo00015a034
• 作为产物：
  描述：

  10,11-Dibromo-9H,10H-4b,9a-(<1,2>benzenomethano)indeno<1,2a>inden-9-one 在 disodium hydrogenphosphate 、 potassium dihydrogenphosphate 、 sodium bromide 作用下， 以 二甲基亚砜 为溶剂， 反应 8.0h， 以79%的产率得到9,10,11-triptindanetrione
  参考文献：
  名称：

  Benzoannulated centropolyquinones. 8. Synthesis and reactions of 9,10,11-triptindantrione and some other functionalized tribenzo[3.3.3]propellanes (9H,10H-4b,9a-([1,2]benzenomethano)indeno[1,2-a]indenes)

  摘要：

  A new and efficient route to the tribenzo[3.3.3]propellane 1 (triptindan) and to some interesting derivatives such as 9-triptindanone (13) and 9,10,11-triptindantrione (3) has been developed. The propellane framework of 13 is accessible from 1,3-indandione in only two steps. Triketone 3, a versatile substrate with formal C3-upsilon molecular symmetry, is obtained from 13 in two further steps. First examples are presented for reactions of 3 leading to more complex benzoannelated centropolyquinanes (centropolyindans).

  DOI：

  10.1021/jo00015a034

文献信息

• Kuck, Dietmar; Paisdor, Bernd; Gestmann, Detlef, Angewandte Chemie, 1994, vol. 106, # 12, p. 1326 - 1328
  作者：Kuck, Dietmar、Paisdor, Bernd、Gestmann, Detlef

  DOI：——

  日期：——
• PAISDOR, BERND;KUCK, DIETMAR, J. ORG. CHEM., 56,(1991) N5, C. 4753-4759
  作者：PAISDOR, BERND、KUCK, DIETMAR

  DOI：——

  日期：——
• Benzoannulated centropolyquinones. 8. Synthesis and reactions of 9,10,11-triptindantrione and some other functionalized tribenzo[3.3.3]propellanes (9H,10H-4b,9a-([1,2]benzenomethano)indeno[1,2-a]indenes)
  作者：Bernd Paisdor、Dietmar Kuck

  DOI：10.1021/jo00015a034

  日期：1991.7

  A new and efficient route to the tribenzo[3.3.3]propellane 1 (triptindan) and to some interesting derivatives such as 9-triptindanone (13) and 9,10,11-triptindantrione (3) has been developed. The propellane framework of 13 is accessible from 1,3-indandione in only two steps. Triketone 3, a versatile substrate with formal C3-upsilon molecular symmetry, is obtained from 13 in two further steps. First examples are presented for reactions of 3 leading to more complex benzoannelated centropolyquinanes (centropolyindans).