[(5S,6S)-5,6-dioctoxy-3-trimethylsilyl-4,5,6,7-tetrahydro-2-benzothiophen-1-yl]-trimethylsilane | 462128-30-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: [(5S,6S)-5,6-dioctoxy-3-trimethylsilyl-4,5,6,7-tetrahydro-2-benzothiophen-1-yl]-trimethylsilane
• CAS: 462128-30-9
• 化学式: C₃₀H₅₈O₂SSi₂
• 分子量: 539.026
• InChiKey: LHXMEBQIARXSPA-NSOVKSMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.43
• 重原子数：
  35
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(5S,6S)-5,6-dioctoxy-3-trimethylsilyl-4,5,6,7-tetrahydro-2-benzothiophen-1-yl]-trimethylsilane 在 四(三苯基膦)钯 tri-tert-butylphosphine 、 溴 、 potassium carbonate 作用下， 以 四氯化碳 、 乙二醇二甲醚 为溶剂， 生成 (5S,6S)-1,3-bis(9,9-diphenylfluoren-2-yl)-5,6-dioctoxy-4,5,6,7-tetrahydro-2-benzothiophene
  参考文献：
  名称：

  Zr-promoted cyclization of diynes bearing C2-chirality: synthesis and properties of new chiral conjugated molecules

  摘要：

  Conjugated oligomers bearing 4,5,6,7-tetrahydro-5S,6S-dioctyloxybenzothiophene as a central linkage were synthesized by Negishi's reagent (n-Bu2ZrCp2) promoted intramolecular cyclization of a diyne and subsequent Suzuki coupling reactions. The chirality in the central linkage originated from tartaric acid, which induced the conjugated backbone of oligomers to exhibit interesting optical activity. (C) Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00520-8
• 作为产物：
  描述：

  (4S,5S)-4,5-dioctoxyocta-1,7-diyne 在 二氯二茂锆 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 [(5S,6S)-5,6-dioctoxy-3-trimethylsilyl-4,5,6,7-tetrahydro-2-benzothiophen-1-yl]-trimethylsilane
  参考文献：
  名称：

  Zr-promoted cyclization of diynes bearing C2-chirality: synthesis and properties of new chiral conjugated molecules

  摘要：

  Conjugated oligomers bearing 4,5,6,7-tetrahydro-5S,6S-dioctyloxybenzothiophene as a central linkage were synthesized by Negishi's reagent (n-Bu2ZrCp2) promoted intramolecular cyclization of a diyne and subsequent Suzuki coupling reactions. The chirality in the central linkage originated from tartaric acid, which induced the conjugated backbone of oligomers to exhibit interesting optical activity. (C) Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00520-8