anilino(3,4-dihydro-2H-pyrrol-5-yl)azanium;methyl sulfate | 862095-78-1

• 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: anilino(3,4-dihydro-2H-pyrrol-5-yl)azanium;methyl sulfate
• CAS: 862095-78-1
• 化学式: CH₄O₄S*C₁₀H₁₃N₃
• 分子量: 287.34
• InChiKey: AADUXNJSYIEWNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.23
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  anilino(3,4-dihydro-2H-pyrrol-5-yl)azanium;methyl sulfate 、 原甲酸三甲酯 在 氢氧化钾 、 盐酸 作用下， 以 二氯甲烷 、 水 、 甲醇 为溶剂， 生成 6,7-二氢-2-苯基-5H-吡咯[2,1-c]-1,2,4-三唑氯化物
  参考文献：
  名称：

  Complexes of Borane and N-Heterocyclic Carbenes: A New Class of Radical Hydrogen Atom Donor

  摘要：

  Calculations suggest that complexes of borane with N-heterocyclic carbenes (NHC) have B-H bond dissocation energies more then 20 Kcal/mol less than free borane, diborane, borane-THF, and related complexes. Values are in the range of popular radical hydrogen atom donors like tin hydrides (70-80 Kcal/mol). The resulting prediction that NHC borane complexes could be used as radical hydrogen atom donors was verified by radical deoxygenations of xanthates by using either AIBN or triethylborane as initiator.

  DOI：

  10.1021/ja804150k
• 作为产物：
  描述：

  5-Methoxy-3,4-dihydro-2H-pyrrole; compound with sulfuric acid monomethyl ester 、 苯肼 以 乙腈 为溶剂， 生成 anilino(3,4-dihydro-2H-pyrrol-5-yl)azanium;methyl sulfate
  参考文献：
  名称：

  Complexes of Borane and N-Heterocyclic Carbenes: A New Class of Radical Hydrogen Atom Donor

  摘要：

  Calculations suggest that complexes of borane with N-heterocyclic carbenes (NHC) have B-H bond dissocation energies more then 20 Kcal/mol less than free borane, diborane, borane-THF, and related complexes. Values are in the range of popular radical hydrogen atom donors like tin hydrides (70-80 Kcal/mol). The resulting prediction that NHC borane complexes could be used as radical hydrogen atom donors was verified by radical deoxygenations of xanthates by using either AIBN or triethylborane as initiator.

  DOI：

  10.1021/ja804150k

文献信息

• Complexes of Borane and N-Heterocyclic Carbenes: A New Class of Radical Hydrogen Atom Donor
  作者：Shau-Hua Ueng、Malika Makhlouf Brahmi、Étienne Derat、Louis Fensterbank、Emmanuel Lacôte、Max Malacria、Dennis P. Curran

  DOI：10.1021/ja804150k

  日期：2008.8.1

  Calculations suggest that complexes of borane with N-heterocyclic carbenes (NHC) have B-H bond dissocation energies more then 20 Kcal/mol less than free borane, diborane, borane-THF, and related complexes. Values are in the range of popular radical hydrogen atom donors like tin hydrides (70-80 Kcal/mol). The resulting prediction that NHC borane complexes could be used as radical hydrogen atom donors was verified by radical deoxygenations of xanthates by using either AIBN or triethylborane as initiator.