2-benzothenyltriphenylphosphonium chloride | 84258-57-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-benzothenyltriphenylphosphonium chloride
• 英文别名: (1-benzothien-2-ylmethyl)(triphenyl)phosphonium chloride；2-Benzothienylmethyl-triphenylphosphoniumchlorid；2-Benzo[b]thienylmethyl-triphenylphosphoniumchlorid；1-Benzothiophen-2-ylmethyl(triphenyl)phosphanium;chloride
• CAS: 84258-57-1
• 化学式: C₂₇H₂₂PS*Cl
• 分子量: 444.964
• InChiKey: MMKIRDKPSDFCPV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzothenyltriphenylphosphonium chloride 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Chiral Helicenoid Diarylethene with Large Change in Specific Optical Rotation by Photochromism^1,2

  摘要：

  A diarylethene possessing one [4]thiaheterohelicene and one benzothiophene, the latter with a chiral methoxymethoxyethyl group on its C-3 position, was proved to work as a switch of specific optical rotation at a wavelength at which both colored and colorless forms have no absorption in solution. The difference of the specific optical rotation was 1300 degrees between the open form and the photostationary state. The specific optical rotation of one of the isolated optically active major colored forms was -4680 degrees. The conversion to the colored form was 64%, and the diastereomeric excess of photocyclization was 47%.

  DOI：

  10.1021/jo0620213
• 作为产物：
  描述：

  1-苯并噻酚-2-羧醛 在 四氯化碳 、 sodium tetrahydroborate 、 三苯基膦 作用下， 以 乙醚 、 乙醇 、 苯 为溶剂， 反应 8.5h， 生成 2-benzothenyltriphenylphosphonium chloride
  参考文献：
  名称：

  Chiral Helicenoid Diarylethene with Large Change in Specific Optical Rotation by Photochromism^1,2

  摘要：

  A diarylethene possessing one [4]thiaheterohelicene and one benzothiophene, the latter with a chiral methoxymethoxyethyl group on its C-3 position, was proved to work as a switch of specific optical rotation at a wavelength at which both colored and colorless forms have no absorption in solution. The difference of the specific optical rotation was 1300 degrees between the open form and the photostationary state. The specific optical rotation of one of the isolated optically active major colored forms was -4680 degrees. The conversion to the colored form was 64%, and the diastereomeric excess of photocyclization was 47%.

  DOI：

  10.1021/jo0620213

文献信息

• Tominaga, Yoshinori; Pratap, Ram; Castle, Raymond N., Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 871 - 877
  作者：Tominaga, Yoshinori、Pratap, Ram、Castle, Raymond N.、Lee, Milton L.

  DOI：——

  日期：——
• Chiral Helicenoid Diarylethene with Large Change in Specific Optical Rotation by Photochromism¹^,²
  作者：Tomoyuki Okuyama、Yutaka Tani、Kentaro Miyake、Yasushi Yokoyama

  DOI：10.1021/jo0620213

  日期：2007.3.1

  A diarylethene possessing one [4]thiaheterohelicene and one benzothiophene, the latter with a chiral methoxymethoxyethyl group on its C-3 position, was proved to work as a switch of specific optical rotation at a wavelength at which both colored and colorless forms have no absorption in solution. The difference of the specific optical rotation was 1300 degrees between the open form and the photostationary state. The specific optical rotation of one of the isolated optically active major colored forms was -4680 degrees. The conversion to the colored form was 64%, and the diastereomeric excess of photocyclization was 47%.