1,4,7,10-tetraselenacyclotrideca-2,8-diyne | 441002-27-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1,4,7,10-tetraselenacyclotrideca-2,8-diyne
• CAS: 441002-27-3
• 化学式: C₉H₁₀Se₄
• 分子量: 434.018
• InChiKey: MBCHLWIETNAXAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.72
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  octacarbonyldicobalt 、 1,4,7,10-tetraselenacyclotrideca-2,8-diyne 以 二氯甲烷 为溶剂， 以63%的产率得到(μ:μ-1,4,7,10-tetraselenacyclotrideca-2,8-diyne)bis(pentacarbonyldicobalt)
  参考文献：
  名称：

  双（六羰基二钴）配合物的结构特性与前三键旁边的杂原子 - 对 Pauson-Khand 反应机制的贡献

  摘要：

  已分离出环状二炔与 sila-、thia-和 selena-取代的乙炔单元的双（六羰基二钴）配合物。这些配合物的结构特征已通过对单晶的 X 射线衍射分析阐明。在三种情况下（24'、25' 和 29'），X 射线研究显示双（五羰基二钴）配合物而不是双（六羰基二钴）配合物。它们的空配位点都被来自分子另一侧的二价硫属元素部分占据，提供扭曲的 C2Co2 核心。这些结果证实了在含硫属元素底物的 Pauson-Khand 反应中分子内活化的可能性。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

  DOI：

  10.1002/ejic.200300862
• 作为产物：
  描述：

  1,8-bis(trimethylsilyl)-3,6-diselenaocta-1,7-diyne 在 sodium hydroxide 、 正丁基锂 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 3.0h， 生成 1,4,7,10-tetraselenacyclotrideca-2,8-diyne
  参考文献：
  名称：

  Cyclic Tetraselenadiynes:  Rigid Cycles with Long-Range van der Waals Forces between Chalcogen Centers

  摘要：

  The synthesis of cyclic tetraselenadiynes could be achieved by a stepwise approach. Key steps were the reaction of the lithium salt of trimethylsilylacetylene (1) with alpha,w-diselenocyanatoalkanes 2(m) (m = 2-5). By treating the bis-lithium salt of the resulting alpha,w-diselenaalkadiynes 4(m) (m = 2-5) again with 2(n) (n = 2-5) the cyclic tetraselenadiynes 5(m.n) resulted, with methylene chains of length m and n between the SeCequivalent toCSe units. The structures of seven ring systems could be investigated in the solid state. These investigations reveal that the molecular structures are determined by the rigid SeCequivalent toCSe units, which try to adopt torsion angles of the CH2-Se sigma-bonds between 60degrees and 90degrees. In the solid state, the systems 5(3.3) and 5(5.5) show columnar structures that can be traced back to close contacts between Se atoms of neighboring rings.

  DOI：

  10.1021/jo020014i

文献信息

• Cyclic Tetraselenadiynes:  Rigid Cycles with Long-Range van der Waals Forces between Chalcogen Centers
  作者：Daniel B. Werz、Rolf Gleiter、Frank Rominger

  DOI：10.1021/jo020014i

  日期：2002.6.1

  The synthesis of cyclic tetraselenadiynes could be achieved by a stepwise approach. Key steps were the reaction of the lithium salt of trimethylsilylacetylene (1) with alpha,w-diselenocyanatoalkanes 2(m) (m = 2-5). By treating the bis-lithium salt of the resulting alpha,w-diselenaalkadiynes 4(m) (m = 2-5) again with 2(n) (n = 2-5) the cyclic tetraselenadiynes 5(m.n) resulted, with methylene chains of length m and n between the SeCequivalent toCSe units. The structures of seven ring systems could be investigated in the solid state. These investigations reveal that the molecular structures are determined by the rigid SeCequivalent toCSe units, which try to adopt torsion angles of the CH2-Se sigma-bonds between 60degrees and 90degrees. In the solid state, the systems 5(3.3) and 5(5.5) show columnar structures that can be traced back to close contacts between Se atoms of neighboring rings.
• Structural Properties of Bis(hexacarbonyldicobalt) Complexes with Heteroatoms Next to the Former Triple Bonds − A Contribution to the Mechanism of the Pauson−Khand Reaction
  作者：Daniel B. Werz、J. Hilko Schulte、Bernhard J. Rausch、Rolf Gleiter、Frank Rominger

  DOI：10.1002/ejic.200300862

  日期：2004.6

  The bis(hexacarbonyldicobalt) complexes of cyclic diynes with sila-, thia- and selena-substituted acetylene units have been isolated. The structural features of these complexes have been elucidated by means of X-ray diffraction analyses on single crystals. In three cases (24′, 25′ and 29′) the X-ray investigations show bis(pentacarbonyldicobalt) complexes instead of bis(hexacarbonyldicobalt) ones.

  已分离出环状二炔与 sila-、thia-和 selena-取代的乙炔单元的双（六羰基二钴）配合物。这些配合物的结构特征已通过对单晶的 X 射线衍射分析阐明。在三种情况下（24'、25' 和 29'），X 射线研究显示双（五羰基二钴）配合物而不是双（六羰基二钴）配合物。它们的空配位点都被来自分子另一侧的二价硫属元素部分占据，提供扭曲的 C2Co2 核心。这些结果证实了在含硫属元素底物的 Pauson-Khand 反应中分子内活化的可能性。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)