3,3'-bis(methoxycarbonylsulfenyl)-2,2'-biindolyl

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,3'-bis(methoxycarbonylsulfenyl)-2,2'-biindolyl
• 英文别名: methyl [2-(3-methoxycarbonylsulfanyl-1H-indol-2-yl)-1H-indol-3-yl]sulfanylformate
• 化学式: C₂₀H₁₆N₂O₄S₂
• 分子量: 412.49
• InChiKey: RFAVYTIHFYBMEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3'-bis(methoxycarbonylsulfenyl)-2,2'-biindolyl 在 氢氧化钾 、 air 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以75%的产率得到5,6,17,18-tetrahydro[1,2,7,8]tetrathiacyclododecino[4,3-b':5,6-b':10,9-b'':11,12-b''']tetraindole
  参考文献：
  名称：

  Synthetic, Spectroscopic, and X‐ray Crystallographic Studies of [1,2,7,8]Tetrathiacyclododecino[4,3‐b:5,6‐b′:10,9‐b′′:11,12‐b′′′]tetraindoles

  摘要：

  Two conformationally different [1,2,7,8]tetrathiacyclododecino[4,3-b:5,6-b':10,9-b":11,12-b''']tetraindoles 9a and 9b have been isolated in good yields, and the existence of a third conformer 9c in solution was demonstrated by mass spectrometry and H-1 NMR spectroscopy. The interconversions of the tetraindoles 9a-c have also been studied. The conformation of 9b was confirmed by X-ray crystallography, while the conformations of 9a and 9b were assigned on the basis of spectroscopic data, and were also supported by molecular modelling studies. In addition, the elusive dithiin 3 was isolated and the structure was proven by X-ray crystallography.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200204)2002:8<1392::aid-ejoc1392>3.0.co;2-#
• 作为产物：
  描述：

  2,2'-联吲哚 、 氯化甲氧羰基硫 以 二氯甲烷 为溶剂， 反应 2.0h， 以94%的产率得到3,3'-bis(methoxycarbonylsulfenyl)-2,2'-biindolyl
  参考文献：
  名称：

  Synthetic, Spectroscopic, and X‐ray Crystallographic Studies of [1,2,7,8]Tetrathiacyclododecino[4,3‐b:5,6‐b′:10,9‐b′′:11,12‐b′′′]tetraindoles

  摘要：

  Two conformationally different [1,2,7,8]tetrathiacyclododecino[4,3-b:5,6-b':10,9-b":11,12-b''']tetraindoles 9a and 9b have been isolated in good yields, and the existence of a third conformer 9c in solution was demonstrated by mass spectrometry and H-1 NMR spectroscopy. The interconversions of the tetraindoles 9a-c have also been studied. The conformation of 9b was confirmed by X-ray crystallography, while the conformations of 9a and 9b were assigned on the basis of spectroscopic data, and were also supported by molecular modelling studies. In addition, the elusive dithiin 3 was isolated and the structure was proven by X-ray crystallography.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).

  DOI：

  10.1002/1099-0690(200204)2002:8<1392::aid-ejoc1392>3.0.co;2-#

文献信息

• Synthetic, Spectroscopic, and X‐ray Crystallographic Studies of [1,2,7,8]Tetrathiacyclododecino[4,3‐<i>b</i>:5,6‐<i>b</i>′:10,9‐<i>b</i>′′:11,12‐<i>b</i>′′′]tetraindoles
  作者：Tomasz Janosik、Jan Bergman、Ivan Romero、Birgitta Stensland、Claes Stålhandske、M. Manuel B. Marques、Maria M. M. Santos、Ana M. Lobo、Sundaresan Prabhakar、M. Filomena Duarte、M. Helena Florêncio

  DOI：10.1002/1099-0690(200204)2002:8<1392::aid-ejoc1392>3.0.co;2-#

  日期：2002.4

  Two conformationally different [1,2,7,8]tetrathiacyclododecino[4,3-b:5,6-b':10,9-b":11,12-b''']tetraindoles 9a and 9b have been isolated in good yields, and the existence of a third conformer 9c in solution was demonstrated by mass spectrometry and H-1 NMR spectroscopy. The interconversions of the tetraindoles 9a-c have also been studied. The conformation of 9b was confirmed by X-ray crystallography, while the conformations of 9a and 9b were assigned on the basis of spectroscopic data, and were also supported by molecular modelling studies. In addition, the elusive dithiin 3 was isolated and the structure was proven by X-ray crystallography.((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).