1-tert-butyl-N,N-diphenyl-3,4-dihydroazaborinin-2-amine | 1032475-62-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-tert-butyl-N,N-diphenyl-3,4-dihydroazaborinin-2-amine
• CAS: 1032475-62-9
• 化学式: C₂₀H₂₅BN₂
• 分子量: 304.243
• InChiKey: XUWBYBYWKBOJRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.33
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-tert-butyl-N,N-diphenyl-3,4-dihydroazaborinin-2-amine 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以25%的产率得到1-(tert-butyl)-1,2,3,4-tetrahydro-1,2-azaborinine
  参考文献：
  名称：

  Resonance Stabilization Energy of 1,2-Azaborines: A Quantitative Experimental Study by Reaction Calorimetry

  摘要：

  Aromatic and single-olefin six-membered BN heterocycles were synthesized, and the heats of hydrogenation were measured calorimetrically. A comparison of the hydrogenation enthalpies of these compounds revealed that 1,2-azaborines have a resonance stabilization energy of 16.6 +/- 1.3 kcal/mol, in good agreement with calculated values.

  DOI：

  10.1021/ja109596m
• 作为产物：
  描述：

  1-tert-butyl-N,N-diphenyl-3,6-dihydroazaborinin-2-amine 在 Ru(H)(Cl)(CO)(PPh₃)3 作用下， 以 氘代苯 为溶剂， 反应 2.0h， 以95%的产率得到1-tert-butyl-N,N-diphenyl-3,4-dihydroazaborinin-2-amine
  参考文献：
  名称：

  Crystal Clear Structural Evidence for Electron Delocalization in 1,2-Dihydro-1,2-azaborines

  摘要：

  The first examples of "pre-aromatic" 1,2-dihydro-1,2- azaborine heterocycles have been structurally characterized, enabling the direct comparison of delocalized bonds of 1,2-dihydro-1,2-azaborines to their corresponding formal double and single bonds in nonaromatic systems. The crystallographic data provide an unprecedented look into the structural changes that occur in six-membered BN-heterocycles on their road to aromaticity, and they establish with little ambiguity that 1,2-dihydro-1,2-azaborines posse ss delocalized structures consistent with aromaticity.

  DOI：

  10.1021/ja8024966