2,5-bis-[3'-(9''-borabicyclo[3.3.1]nonyl)propyl]pyrrole | 206867-77-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 2,5-bis-[3'-(9''-borabicyclo[3.3.1]nonyl)propyl]pyrrole
• CAS: 206867-77-8
• 化学式: C₂₆H₄₃B₂N
• 分子量: 391.256
• InChiKey: YQDWLIJBNOGPIT-WAPCQROESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.09
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  15.79
• 氢给体数：
  1.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  2,5-diallylpyrrole 、 9-硼双环[3.3.1]壬烷 以 四氢呋喃 为溶剂， 以100%的产率得到2,5-bis-[3'-(9''-borabicyclo[3.3.1]nonyl)propyl]pyrrole
  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