N-tert-butyl-2,2-bis(2,3,4,5,6-pentafluorophenyl)-1,4-di(propan-2-yl)-4-aza-1-azonia-2-boranuidacyclopent-5-en-3-imine | 1246512-66-2

• 分子结构分类: 有机化合物
• 英文名称: N-tert-butyl-2,2-bis(2,3,4,5,6-pentafluorophenyl)-1,4-di(propan-2-yl)-4-aza-1-azonia-2-boranuidacyclopent-5-en-3-imine
• CAS: 1246512-66-2
• 化学式: C₂₄H₂₄BF₁₀N₃
• 分子量: 555.27
• InChiKey: JECGAQBIYSTCBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.05
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  18.6
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  异氰酸叔丁酯 、 2,2-Bis(2,3,4,5,6-pentafluorophenyl)-1,3-di(propan-2-yl)-1-aza-3-azonia-2-boranuidacyclobut-3-ene 以 正戊烷 为溶剂， 以85%的产率得到N-tert-butyl-2,2-bis(2,3,4,5,6-pentafluorophenyl)-1,4-di(propan-2-yl)-4-aza-1-azonia-2-boranuidacyclopent-5-en-3-imine
  参考文献：
  名称：

  Reactions of Boron Amidinates with CO₂ and CO and Other Small Molecules

  摘要：

  Reaction of Piers' borane, HB(C6F5)(2), with either tert-butyl or isopropyl carbodiimide cleanly affords the boron amidinates HC(RN)(2)B(C6F5)(2) [R = iPr (1), tBu (2)]. These species undergo a variety of insertion reactions. For example, treatment of 1 with CO2 or excess carbodiimide gives HC(iPrN)(2)(CO2)B(C6F5)(2) (3) or HC(iPrN)(2)C(iPrN)(2)B(C6F5)(2) (4), respectively. Similarly, exposure of 1 or 2 to 1 atm CO gives HC(RN)(2)(CO)B(C6F5)(2) [R = iPr (5), tBu (6)], while reaction of 1 with CNtBu gives HC(RN)(2)(CNtBu)B(C6F5)(2) [R = iPr (7), tBu (8)]. Compounds 1 and 2 also react with benzaldehyde, resulting in the formation of HC(RN)(2)(PhHCO)B(C6F5)(2) [R = iPr (9), tBu (10)]. Compound 1 also reacts with MeCN to give HC(iPrN)(2)-(MeCN)B(C6F5)(2) (11) and effects heterolytic C H cleavage to afford HC(iPrN)(iPrNH)(PhCC)B(C6F5)(2) (12). In contrast, the species PhC(iPrN)(2)B(C6F5)(2) (14) derived from PhC(iPrN)(2)BCl2 (13) failed to react with any of the above substrates. These data, in addition to the isolation of HC(iPrN)(2)(C6F4)BF(C6F5) (15), the product of thermolysis of 1, provide further support for the notion that the transient "open-chain" form of these amidinates is present in solution.

  DOI：

  10.1021/ja1064153