8b-aza-5a-bora-3,4,5,5a,6,7,8,8b-octahydro-acenaphthylene | 206867-75-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 8b-aza-5a-bora-3,4,5,5a,6,7,8,8b-octahydro-acenaphthylene
• 英文别名: 12-Aza-8-boratricyclo[6.3.1.04,12]dodeca-1,3-diene
• CAS: 206867-75-6
• 化学式: C₁₀H₁₄BN
• 分子量: 159.039
• InChiKey: FZLNMESHCHFWPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  8b-aza-5a-bora-3,4,5,5a,6,7,8,8b-octahydro-acenaphthylene 以 四氢呋喃 、 正己烷 为溶剂， 生成 8-butyl-12-azonia-8-boranuidatricyclo[6.3.1.04,12]dodeca-1(12),2-diene
  参考文献：
  名称：

  A tricyclic N-pyrrolylborane with an exceptionally stable B–N bond

  摘要：

  Hydroboration of 2,5-diallylpyrrole by using a mixture diethylborane/triethylborane (Et2BH/Et3B) leads to the first tricyclic N-pyrrolylborane 3 which possesses an exceptionally stable B-N bond. In accordance with the pronounced Lewis-acidic character of 3, it is readily converted into adducts (6) or berates (9). The crystal structure of 3 was determined by X-ray analysis (triclinic, space group , Z = 8) showing a fairly long B-N bond (mean value 144 pm), the first example of a diorgano N-pyrrolyl borane in which the pyrrole ring is not twisted against the C2BN-plane. Nuclear magnetic shielding (B-11, C-13, N-14) was calculated using the GIAO procedure, BN(pp)pi bonding is discussed on the basis of MO calculations. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00587-1
• 作为产物：
  描述：

  2,5-diallylpyrrole 、 硼烷四氢呋喃络合物 、 三乙基硼 以 四氢呋喃 为溶剂， 以75%的产率得到8b-aza-5a-bora-3,4,5,5a,6,7,8,8b-octahydro-acenaphthylene
  参考文献：
  名称：

  A tricyclic N-pyrrolylborane with an exceptionally stable B–N bond

  摘要：

  Hydroboration of 2,5-diallylpyrrole by using a mixture diethylborane/triethylborane (Et2BH/Et3B) leads to the first tricyclic N-pyrrolylborane 3 which possesses an exceptionally stable B-N bond. In accordance with the pronounced Lewis-acidic character of 3, it is readily converted into adducts (6) or berates (9). The crystal structure of 3 was determined by X-ray analysis (triclinic, space group , Z = 8) showing a fairly long B-N bond (mean value 144 pm), the first example of a diorgano N-pyrrolyl borane in which the pyrrole ring is not twisted against the C2BN-plane. Nuclear magnetic shielding (B-11, C-13, N-14) was calculated using the GIAO procedure, BN(pp)pi bonding is discussed on the basis of MO calculations. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00587-1