(2-selenophene-2-yl)lithium

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硒吩
• 英文名称: (2-selenophene-2-yl)lithium
• 英文别名: (selenophen-2-yl)lithium
• 化学式: C₄H₃LiSe
• 分子量: 136.969
• InChiKey: WYXFBKIQJYFNFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.16
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (2-selenophene-2-yl)lithium 在 氧气 、 三氯化磷 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以88%的产率得到tris(selenophen-2-yl)phosphine oxide
  参考文献：
  名称：

  First synthesis and structural report on selenophen-2-yl containing pnictogens: Biological activities of tris(selenophen-2-yl)stibine

  摘要：

  A new tertiary stibine and bismuthine containing C-heterocyclic selenophene ring have been synthesized. Tris(2-selenophenyl)stibine (1) and tris(2-selenophenyl) bismuthine (2) and characterized by IR, MS, H-1, C-13, COSY, HETCOR NMR spectroscopy. Crystal structures of stibine and bismuthine have been determined. In an attempted synthesis of tris(2-selenophenyl) phosphine, an oxidative product tris(2-selenophenyl) phosphine oxide (3) was isolated under the experimental conditions used, whose X-ray crystal structure was also determined. To best of our knowledge C-heterocyclic selenophene-2-yl pnictogens are first of their kind, as not many examples are known even with other p-block metal/metalloids.The biological activity of compound (1) was determined. The compound (1) shows a significant selectivity (> 85%) for carcinogenic cell K and U growth inhibition. The toxicity of tris(selenophen-2-yl) stibine (1) on larvae of Artemia Salina was studied and the LC50 value was 589.6 mu M. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.03.047

文献信息

• Quinuclidin-2-ene - based muscarinic antagonists
  作者：Uli Hacksell、Björn M. Nilsson、Gunnar Nordvall、Gary Johansson、Staffan Sundquist、Lisbeth Nilvebrant

  DOI：10.1016/0024-3205(95)00017-z

  日期：1995.2

  A series of achiral 3-heteroaryl substituted quinuclidin-2-ene derivatives and related compounds have been synthesized by facile methods. The compounds were evaluated for muscarinic and antimuscarinic properties in receptor binding studies using (-)-[H-3]-QNB as the radioligand and ina functional assay using isolated guinea pig urinary bladder. 3-(2-Benzofuranyl)-quinuclidin-2-ene (15) displayed the highest M(1)-receptor affinity in the present series (K-i = 9.6 nM).
• GRONOWITZ S.; HOLM B., J. HETEROCYCL. CHEM. <JHTC-AD>, 1977, 14, NO 2, 281-287
  作者：GRONOWITZ S.、 HOLM B.

  DOI：——

  日期：——
• First synthesis and structural report on selenophen-2-yl containing pnictogens: Biological activities of tris(selenophen-2-yl)stibine
  作者：Pankaj Sharma、Noe Rosas、Armando Cabrera、Alfredo Toscano、Maria de Jesus Silva、Diego Perez、L. Velasco、J. Perez、Rene Gutierez

  DOI：10.1016/j.jorganchem.2005.03.047

  日期：2005.7

  A new tertiary stibine and bismuthine containing C-heterocyclic selenophene ring have been synthesized. Tris(2-selenophenyl)stibine (1) and tris(2-selenophenyl) bismuthine (2) and characterized by IR, MS, H-1, C-13, COSY, HETCOR NMR spectroscopy. Crystal structures of stibine and bismuthine have been determined. In an attempted synthesis of tris(2-selenophenyl) phosphine, an oxidative product tris(2-selenophenyl) phosphine oxide (3) was isolated under the experimental conditions used, whose X-ray crystal structure was also determined. To best of our knowledge C-heterocyclic selenophene-2-yl pnictogens are first of their kind, as not many examples are known even with other p-block metal/metalloids.The biological activity of compound (1) was determined. The compound (1) shows a significant selectivity (> 85%) for carcinogenic cell K and U growth inhibition. The toxicity of tris(selenophen-2-yl) stibine (1) on larvae of Artemia Salina was studied and the LC50 value was 589.6 mu M. (c) 2005 Elsevier B.V. All rights reserved.