4,5,6,7,8,12-hexahydro-13H-cycloundeca<1,2-d:9,8-d'>bis<1,2,3>selenadiazole | 118620-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5,6,7,8,12-hexahydro-13H-cycloundeca<1,2-d:9,8-d'>bis<1,2,3>selenadiazole
• 英文别名: 6,15-diselena-7,8,16,17-tetrazatricyclo[12.3.0.05,9]heptadeca-1(14),5(9),7,16-tetraene
• CAS: 118620-73-8
• 化学式: C₁₁H₁₄N₄Se₂
• 分子量: 360.179
• InChiKey: GAMAUGCTOBMNMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.43
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5,6,10,11,12-hexahydro-13H-cycloundeca<1,2-d:6,7-d'>bis<1,2,3>selenadiazole 、 4,5,6,7,8,12-hexahydro-13H-cycloundeca<1,2-d:9,8-d'>bis<1,2,3>selenadiazole 、 4,5,6,7,11,12-hexahydro-13H-cycloundeca<1,2-d:8,7-d'>bis<1,2,3>selenadiazole 生成 Cycloundecadiin-(1,5)
  参考文献：
  名称：

  GLEITER, ROLF;KRATZ, DETLEF;SCHEHLMANN, VOLKER, TETRAHEDRON LETT., 29,(1988) N 23, C. 2813-2816

  摘要：

  DOI：
• 作为产物：
  描述：

  环十一烷-1,6-二酮 、 semicarbazide acetate 、 二氧化硒 生成 4,5,6,7,8,12-hexahydro-13H-cycloundeca<1,2-d:9,8-d'>bis<1,2,3>selenadiazole
  参考文献：
  名称：

  GLEITER, ROLF;KRATZ, DETLEF;SCHEHLMANN, VOLKER, TETRAHEDRON LETT., 29,(1988) N 23, C. 2813-2816

  摘要：

  DOI：

文献信息

• Syntheses and properties of medium sized carbocyclic diacetylenes
  作者：Rolf Gleiter、Detlef Kratz、Volker Schehlmann

  DOI：10.1016/0040-4039(88)85217-1

  日期：1988.1

  The syntheses and properties of cyclonona-1,5-diyne (1), cyclodeca-1,5-diyne (3), cycloundeca-1,5-diyne (4) and cycloundeca-1,6-diyne(5) are reported.

  报道了Cyclonona-1,5-diyne（1），cyclodeca-1,5-diyne（3），cycloundeca-1,5-diyne（4）和cycloundeca-1,6-diyne（5）的合成和性质。
• Synthesis and properties of medium-sized (C9-C12) carbocyclic diacetylenes
  作者：R. Gleiter、D. Kratz、W. Schaefer、V. Schehlmann

  DOI：10.1021/ja00024a035

  日期：1991.11

  The syntheses of 1,5-cyclononadiyne (3), 1,5-cyclodecadiyne (4), 1,5-cycloundecadiyne (5), 1,6-cycloundecadiyne (6), 1,6-cyclododecadiyne (7), and 1,7-cyclododecadiyne (8) have been carried out. Diacetylenes 3 and 4 are prepared from 5-cyclononynone and 5-cyclodecynone, respectively. Compounds 5-8 are synthesized from cyclic diones by thermolysis of the corresponding bisselenadiazoles. The obtained cyclic diacetylenes are further characterized by their bis(hexacarbonyldicobalt) complexes. The geometrical parameters of 3-8 were calculated with force field and semiempirical methods. From the structural data, a correlation between the C-13 resonance of the sp-hybridized carbon atoms adjacent to the ethano bridge in 3-5 and the corresponding resonance of the symmetric dialkynes 1,5-cyclooctadiyne (1), 1,6-cyclodecadiyne (2), and 1,7-cyclododecadiyne (8) with the bending angle at this center can be verified. The PE spectra of 3-8 have been recorded, and an interpretation of the bands in the low-energy region is presented. It is found that the splitting of the PE bands that are assigned to the in-plane pi-MO's (pi-i) strongly depends on the size of the methylene bridge. In the case of a propano bridge (e.g., in 3, 6, and 7), the splitting between pi-i- and pi=i+ is relatively large. The splitting of the bands that are assigned to the out-of-plane pi-MO's (pi-o) decreases with increasing transannular distance.