5-(2-benzo[b]thienyl)-5-ethoxy-5H-dibenzo[a,d]cycloheptene | 1451058-90-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 5-(2-benzo[b]thienyl)-5-ethoxy-5H-dibenzo[a,d]cycloheptene
• 英文别名: 2-(2-Ethoxy-2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl)-1-benzothiophene；2-(2-ethoxy-2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenyl)-1-benzothiophene
• CAS: 1451058-90-4
• 化学式: C₂₅H₂₀OS
• 分子量: 368.499
• InChiKey: UPNDYGWHNWKTFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(2-benzo[b]thienyl)-5-ethoxy-5H-dibenzo[a,d]cycloheptene 以 乙腈 为溶剂， 反应 0.33h， 以54%的产率得到8-Ethoxy-17-thiaheptacyclo[13.9.0.02,7.08,16.09,14.016,24.018,23]tetracosa-2,4,6,9,11,13,18,20,22-nonaene
  参考文献：
  名称：

  Intramolecular [2π+2π]-Photocyclization and Conformational Preference of 5-(2-Benzo[b]thienyl)-5-ethoxy-5H-dibenzo[a,d]cycloheptene

  摘要：

  The photoirradiation of 5-(2-benzo[b]thienyl)-5-ethoxy-5H-dibenzo-[a,d]cycloheptene (2) in acetonitrile afforded a cagelike tetracyclic compound (1) via intramolecular [2 pi+2 pi]-photocycloaddition. The molecular and crystal structures of 1 and 2 were characterized by a single-crystal X-ray diffraction study. The formation of the cycloadduct is discussed in relation to the preferable conformation of the central C-C bond in 2, which was revealed to be in restricted rotation on the basis of the temperature-dependent H-1 NMR spectra.

  DOI：

  10.3987/com-13-12718
• 作为产物：
  描述：

  10,11-二氢二苯并[a,b]环庚烯-5-酮 在 正丁基锂 、 硫酸 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 8.5h， 生成 5-(2-benzo[b]thienyl)-5-ethoxy-5H-dibenzo[a,d]cycloheptene
  参考文献：
  名称：

  Intramolecular [2π+2π]-Photocyclization and Conformational Preference of 5-(2-Benzo[b]thienyl)-5-ethoxy-5H-dibenzo[a,d]cycloheptene

  摘要：

  The photoirradiation of 5-(2-benzo[b]thienyl)-5-ethoxy-5H-dibenzo-[a,d]cycloheptene (2) in acetonitrile afforded a cagelike tetracyclic compound (1) via intramolecular [2 pi+2 pi]-photocycloaddition. The molecular and crystal structures of 1 and 2 were characterized by a single-crystal X-ray diffraction study. The formation of the cycloadduct is discussed in relation to the preferable conformation of the central C-C bond in 2, which was revealed to be in restricted rotation on the basis of the temperature-dependent H-1 NMR spectra.

  DOI：

  10.3987/com-13-12718

文献信息

• Intramolecular [2π+2π]-Photocyclization and Conformational Preference of 5-(2-Benzo[b]thienyl)-5-ethoxy-5H-dibenzo[a,d]cycloheptene
  作者：Keiji Kobayashi、Motoko Akita、Sin-ya Mohri、Mai Takahashi

  DOI：10.3987/com-13-12718

  日期：——

  The photoirradiation of 5-(2-benzo[b]thienyl)-5-ethoxy-5H-dibenzo-[a,d]cycloheptene (2) in acetonitrile afforded a cagelike tetracyclic compound (1) via intramolecular [2 pi+2 pi]-photocycloaddition. The molecular and crystal structures of 1 and 2 were characterized by a single-crystal X-ray diffraction study. The formation of the cycloadduct is discussed in relation to the preferable conformation of the central C-C bond in 2, which was revealed to be in restricted rotation on the basis of the temperature-dependent H-1 NMR spectra.