(Z,Z,Z,Z,Z)-1,4,7,10,13-pentaselenacyclopentadeca-2,5,8,11,14-pentaene

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (Z,Z,Z,Z,Z)-1,4,7,10,13-pentaselenacyclopentadeca-2,5,8,11,14-pentaene
• 英文别名: (2Z,5Z,8Z,11Z,14Z)-1,4,7,10,13-pentaselenacyclopentadeca-2,5,8,11,14-pentaene
• 化学式: C₁₀H₁₀Se₅
• 分子量: 524.989
• InChiKey: RJEVRIIAUPRHHV-VUTZVGCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.88
• 重原子数：
  15
• 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

• 作为产物：
  描述：

  顺-1,2-二氯乙烯 在 sodium selenide 、 15-冠醚-5 作用下， 以 乙腈 为溶剂， 反应 60.0h， 生成 (Z,Z,Z,Z,Z)-1,4,7,10,13-pentaselenacyclopentadeca-2,5,8,11,14-pentaene 、 (Z,Z,Z,Z,Z,Z)-1,4,7,10,13,16-hexaselenacyclooctadeca-2,5,8,11,14,17-hexaene
  参考文献：
  名称：

  Synthesis and Structures of 15- and 18-Membered Unsaturated Selenacrown Ethers and Their Complexation with Silver Trifluoroacetate

  摘要：

  graphicThe reaction of Na2Se with cis-dichloroethene yielded (Z,Z,Z,Z,Z)-1,4,7,10,13-pentaselenacyclopentadeca-2,5,8,11,14-pentaene (15-US-5) and (Z,Z,Z,Z,Z,Z)-1,4,7,10,13,16-hexaselenacyclooctadeca-2,5,8,11,14,17-hexaene(18-US-6). X-ray crystallographic analysis of 15-US-5 and 18-US-6 revealed an all-cis geometry around the carbon-carbon double bonds, with all of the selenium atoms located on one side of the respective ring planes. 15-US-5 and 18-US-6 were also found to be oxidized more easily than the corresponding sulfur analogues. The complexation of 15-US-5 and 18-US-6 with silver trifluoroacetate afforded Ag-1(15-US-5)(CF3COO) and Ag-5(1)(18-Us-6)(3)(CF3COO)(5), respectively.

  DOI：

  10.1021/ol030014k

文献信息

• Synthesis and Structures of 15- and 18-Membered Unsaturated Selenacrown Ethers and Their Complexation with Silver Trifluoroacetate
  作者：Toshio Shimizu、Mari Kawaguchi、Takahiro Tsuchiya、Kazunori Hirabayashi、Nobumasa Kamigata

  DOI：10.1021/ol030014k

  日期：2003.5.1

  graphicThe reaction of Na2Se with cis-dichloroethene yielded (Z,Z,Z,Z,Z)-1,4,7,10,13-pentaselenacyclopentadeca-2,5,8,11,14-pentaene (15-US-5) and (Z,Z,Z,Z,Z,Z)-1,4,7,10,13,16-hexaselenacyclooctadeca-2,5,8,11,14,17-hexaene(18-US-6). X-ray crystallographic analysis of 15-US-5 and 18-US-6 revealed an all-cis geometry around the carbon-carbon double bonds, with all of the selenium atoms located on one side of the respective ring planes. 15-US-5 and 18-US-6 were also found to be oxidized more easily than the corresponding sulfur analogues. The complexation of 15-US-5 and 18-US-6 with silver trifluoroacetate afforded Ag-1(15-US-5)(CF3COO) and Ag-5(1)(18-Us-6)(3)(CF3COO)(5), respectively.