| 1270173-48-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• CAS: 1270173-48-2；1271489-15-6
• 化学式: C₂₃H₁₆BF₁₀N
• 分子量: 507.182
• InChiKey: XJURIJIMKMDKCP-APPZFPTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  35.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  3.01
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  以 二氯甲烷 为溶剂， 生成 (3R)-5-bis(2,3,4,5,6-pentafluorophenyl)boranyl-N,N,3-trimethyl-2,3-dihydropentalen-1-amine
  参考文献：
  名称：

  Reaction of Aminodihydropentalenes with HB(C₆F₅)₂: The Crucial Role of Dihydrogen Elimination

  摘要：

  The aminodihydropentalene derivative la reacts with the Lewis acidic RB(C6F5)(2) boranes (2a-c) by C-C bond cleavage to yield the formal borylene insertion products 3. In contrast, 1a,b react with HB(C6F5)(2) at 55 degrees C by elimination of dihydrogen to yield the iminium-stabilized zwitterionic heterofulvenes 10a,b. The reaction pathways were studied by preparation of the kinetically controlled intermediates 7a,b and the thermodynamically controlled products 9a,b, monitored by variable-temperature NMR experiments, and supported by DFT calculations. The trapping reactions of 9a with HCl and PhCHO, respectively, led to the addition products 13 and 14. Compounds 3c, 7a,b, 10a,b, 11, 13, and 14 were characterized by X-ray diffraction.

  DOI：

  10.1021/ja1092369
• 作为产物：
  描述：

  1-methyl-3-dimethylamino-1,2-dihydropentalene 、 bis(pentafluorophenyl)borane 以 二氯甲烷 为溶剂， 以65%的产率得到
  参考文献：
  名称：

  Reaction of Aminodihydropentalenes with HB(C₆F₅)₂: The Crucial Role of Dihydrogen Elimination

  摘要：

  The aminodihydropentalene derivative la reacts with the Lewis acidic RB(C6F5)(2) boranes (2a-c) by C-C bond cleavage to yield the formal borylene insertion products 3. In contrast, 1a,b react with HB(C6F5)(2) at 55 degrees C by elimination of dihydrogen to yield the iminium-stabilized zwitterionic heterofulvenes 10a,b. The reaction pathways were studied by preparation of the kinetically controlled intermediates 7a,b and the thermodynamically controlled products 9a,b, monitored by variable-temperature NMR experiments, and supported by DFT calculations. The trapping reactions of 9a with HCl and PhCHO, respectively, led to the addition products 13 and 14. Compounds 3c, 7a,b, 10a,b, 11, 13, and 14 were characterized by X-ray diffraction.

  DOI：

  10.1021/ja1092369