2-bromo-3-hydroxy-4b,8b,12b,12d-tetramethyl-4b,8b,12b,12d-tetrahydrodibenzo[2,3:4,5]pentaleno[1,6-ab]indene

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-bromo-3-hydroxy-4b,8b,12b,12d-tetramethyl-4b,8b,12b,12d-tetrahydrodibenzo[2,3:4,5]pentaleno[1,6-ab]indene
• 英文别名: (1R,8S,15S,22R)-5-bromo-1,8,15,22-tetramethylhexacyclo[13.6.1.02,7.08,22.09,14.016,21]docosa-2,4,6,9,11,13,16,18,20-nonaen-4-ol
• 化学式: C₂₆H₂₃BrO
• 分子量: 431.372
• InChiKey: ABCMEFGDWAUIMF-ZJSPYRCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-3-hydroxy-4b,8b,12b,12d-tetramethyl-4b,8b,12b,12d-tetrahydrodibenzo[2,3:4,5]pentaleno[1,6-ab]indene 在 吡啶 、 正丁基锂 、 3,6-二-2-吡啶基-1,2,4,5-四嗪 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 1.33h， 生成 dimethyl 10,13-epoxy-4b,8b,14b,14d-tetramethyl-4b,8b,10,13,14b,14d-hexahydrobenzo[5,6]indeno[1',2',3':3,4]-pentaleno[1,2-b]naphthalene-11,12-dicarboxylate
  参考文献：
  名称：

  Single-wing Extended Tribenzotriquinacenes via Bowl-shaped Dehydrobenzene and Isobenzofuran Tribenzotriquinacene Derivatives

  摘要：

  Monoaryne and monoisobenzofuran analogues of a C-3v-symmetrical tribenzotriquinacene (TBTQ) were generated in situ and trapped with various dienes and dienophiles, respectively. In this way, a series of single-wing extended TBTQ derivatives bearing the bowl-shaped TBTQ unit in different topographical expositions have become accessible. This includes some novel tribenzotriquinacene "dimers", in which two TBTQ bowls are attached in syn- or anti-orientation at the terminal positions of rigid linker units. Several of these compounds have been characterized by both spectroscopy and X-ray structural analysis. The efficient access to the TBTQ "dimers" studies of novel container compounds and supramolecular architectures.

  DOI：

  10.1021/jo2022668
• 作为产物：
  描述：

  2-hydroxy-4b,8b,12b,12d-tetramethyl-4b,8b,12b,12d-tetrahydrodibenzo[2,3:4,5]pentaleno[1,6-ab]indene 在 溴 作用下， 以 氯仿 为溶剂， 反应 0.17h， 以86%的产率得到2-bromo-3-hydroxy-4b,8b,12b,12d-tetramethyl-4b,8b,12b,12d-tetrahydrodibenzo[2,3:4,5]pentaleno[1,6-ab]indene
  参考文献：
  名称：

  Single-wing Extended Tribenzotriquinacenes via Bowl-shaped Dehydrobenzene and Isobenzofuran Tribenzotriquinacene Derivatives

  摘要：

  Monoaryne and monoisobenzofuran analogues of a C-3v-symmetrical tribenzotriquinacene (TBTQ) were generated in situ and trapped with various dienes and dienophiles, respectively. In this way, a series of single-wing extended TBTQ derivatives bearing the bowl-shaped TBTQ unit in different topographical expositions have become accessible. This includes some novel tribenzotriquinacene "dimers", in which two TBTQ bowls are attached in syn- or anti-orientation at the terminal positions of rigid linker units. Several of these compounds have been characterized by both spectroscopy and X-ray structural analysis. The efficient access to the TBTQ "dimers" studies of novel container compounds and supramolecular architectures.

  DOI：

  10.1021/jo2022668

文献信息

• Single-wing Extended Tribenzotriquinacenes via Bowl-shaped Dehydrobenzene and Isobenzofuran Tribenzotriquinacene Derivatives
  作者：Wen-Xue Niu、Er-Qun Yang、Zi-Fa Shi、Xiao-Ping Cao、Dietmar Kuck

  DOI：10.1021/jo2022668

  日期：2012.2.3

  Monoaryne and monoisobenzofuran analogues of a C-3v-symmetrical tribenzotriquinacene (TBTQ) were generated in situ and trapped with various dienes and dienophiles, respectively. In this way, a series of single-wing extended TBTQ derivatives bearing the bowl-shaped TBTQ unit in different topographical expositions have become accessible. This includes some novel tribenzotriquinacene "dimers", in which two TBTQ bowls are attached in syn- or anti-orientation at the terminal positions of rigid linker units. Several of these compounds have been characterized by both spectroscopy and X-ray structural analysis. The efficient access to the TBTQ "dimers" studies of novel container compounds and supramolecular architectures.