3λ6,24λ6-dithiaheptacyclo[24.2.2.02,25.04,13.07,12.014,23.015,20]triaconta-4(13),5,7,9,11,14(23),15,17,19,21,27-undecaene 3,3,24,24-tetraoxide | 132345-03-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3λ6,24λ6-dithiaheptacyclo[24.2.2.02,25.04,13.07,12.014,23.015,20]triaconta-4(13),5,7,9,11,14(23),15,17,19,21,27-undecaene 3,3,24,24-tetraoxide
• CAS: 132345-03-0
• 化学式: C₂₈H₂₂O₄S₂
• 分子量: 486.612
• InChiKey: VRPPZMGPVVUSDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  34.0
• 可旋转键数：
  0.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  68.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  Dinaphtho<2,1-d:1',2'-g><1,4>dithiocine 以 氯仿 为溶剂， 反应 72.0h， 生成 3λ6,24λ6-dithiaheptacyclo[24.2.2.02,25.04,13.07,12.014,23.015,20]triaconta-4(13),5,7,9,11,14(23),15,17,19,21,27-undecaene 3,3,24,24-tetraoxide
  参考文献：
  名称：

  Diels-Alder reactions of 1,2-(1,1'-binaphthalene-2,2'-diyldisulfonyl)ethylene with symmetrical and unsymmetrical dienes

  摘要：

  The C2-symmetrical chiral reagent 1,2-(1,1'-binaphthalene-2,2'-diyldisulfonyl)ethylene (1) is a reactive dienophile and forms Diels-Alder adducts with symmetrical and unsymmetrical dienes. In the case of unsymmetrical dienes the reaction affords, in most cases, a single diastereomeric adduct whose stereochemistry has been determined by NMR spectroscopy and confirmed by X-ray structure determination of selected adducts. The arylsulfonyl groups can be removed with formation of a double bond, making 1 a chiral synthetic equivalent of acetylene in [4 + 2]-cycloaddition reactions. The binaphthyl auxiliary can be recovered and recycled.

  DOI：

  10.1021/jo00005a041