1-decylindole-3-thiol | 1031216-95-1

• 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: 1-decylindole-3-thiol
• 英文别名: 1-Decylindole-3-thiol
• CAS: 1031216-95-1
• 化学式: C₁₈H₂₇NS
• 分子量: 289.485
• InChiKey: CVDVVWGHNUWCKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  5.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (tetra-n-butylammonium)2 [Fe4S4(SC4H9)4] 、 甲醚 、 1-decylindole-3-thiol 以 N,N-二甲基甲酰胺 为溶剂， 以82%的产率得到(n-Bu4N)2[Fe4S4(S-3-C8H5N-1-C10H21)4](ether)
  参考文献：
  名称：

  N-Substituted indole-3-thiolate [4Fe–4S] clusters with a unique and tunable combination of spectral and redox properties

  摘要：

  A series of N-substituted indole-3-thiols, synthesized by sequential alkylation, thiouronium salt formation, and hydrolysis, are used to generate a novel family of [4Fe-4S] clusters. The redox transitions of the clusters deviate from those of other [4Fe-4S] cluster families, with half-wave potentials lying in a range midway between those of [4Fe-4S] clusters bound by aliphatic thiolate ligands and those bound by thiophenolate-based ligands. In UV-vis spectroscopy, the new cluster family shows absorption maxima that are among the most red-shifted reported thus far in [4Fe-4S] cluster chemistry. The indole-3-thiolate ligand thus leads to a highly specific and uncommon combination of [4Fe-4S] cluster properties, which can be fine-tuned by facile derivatization at the indole nitrogen atom. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.09.021

文献信息

• N-Substituted indole-3-thiolate [4Fe–4S] clusters with a unique and tunable combination of spectral and redox properties
  作者：Erwin P.L. van der Geer、Qian Li、Gerard van Koten、Robertus J.M. Klein Gebbink、Bart Hessen

  DOI：10.1016/j.ica.2007.09.021

  日期：2008.5

  A series of N-substituted indole-3-thiols, synthesized by sequential alkylation, thiouronium salt formation, and hydrolysis, are used to generate a novel family of [4Fe-4S] clusters. The redox transitions of the clusters deviate from those of other [4Fe-4S] cluster families, with half-wave potentials lying in a range midway between those of [4Fe-4S] clusters bound by aliphatic thiolate ligands and those bound by thiophenolate-based ligands. In UV-vis spectroscopy, the new cluster family shows absorption maxima that are among the most red-shifted reported thus far in [4Fe-4S] cluster chemistry. The indole-3-thiolate ligand thus leads to a highly specific and uncommon combination of [4Fe-4S] cluster properties, which can be fine-tuned by facile derivatization at the indole nitrogen atom. (c) 2007 Elsevier B.V. All rights reserved.