(S)-N-[(4-chlorophenyl)(m-tolyl)methyl]-4-methylbenzenesulfonamide | 1112116-66-1

• 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: (S)-N-[(4-chlorophenyl)(m-tolyl)methyl]-4-methylbenzenesulfonamide
• 英文别名: N-[(S)-(4-chlorophenyl)-(3-methylphenyl)methyl]-4-methylbenzenesulfonamide
• CAS: 1112116-66-1
• 化学式: C₂₁H₂₀ClNO₂S
• 分子量: 385.914
• InChiKey: JGIUPBIUVLLLFP-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(4-氯苯亚甲基)-4-甲苯磺酰胺 、 3-甲基苯硼酸 在 potassium phosphate monohydrate 、 (Pd((C₁₀H₆N₂C₇H₄CH₂C₆H₅)2)(H₂O)2)⁽²⁺⁾*2CF₃SO₃^(1-)=(Pd((C₁₀H₆N₂C₇H₄CH₂C₆H₅)2)(H₂O)2)(CF₃SO₃)2 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-N-[(4-chlorophenyl)(m-tolyl)methyl]-4-methylbenzenesulfonamide 、 (S)-N-[(4-chlorophenyl)(m-tolyl)methyl]-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Catalytic Enantioselective Arylation of N-Tosylarylimines with Arylboronic Acids Using C₂-Symmetric Cationic N-Heterocyclic Carbene Pd²⁺ Diaquo Complexes

  摘要：

  The asymmetric arylation of N-tosylimines with arylboronic acids was realized by using chiral cationic C-2-symmetric N-heterocyclic carbene (NHC) Pd2+ diaquo complex 5b as the catalyst in combination with 1.0 equiv of K3PO4 center dot 3H(2)O in THF at 4 degrees C in the presence of powdered 4 angstrom MS to afford the corresponding adducts in excellent yields (up to 99%) and good to high enantioselectivities (up to 94% ee).

  DOI：

  10.1021/ol802861s

文献信息

• Catalytic Enantioselective Arylation of <i>N</i>-Tosylarylimines with Arylboronic Acids Using <i>C</i>₂-Symmetric Cationic <i>N</i>-Heterocyclic Carbene Pd²⁺ Diaquo Complexes
  作者：Guang-Ning Ma、Tao Zhang、Min Shi

  DOI：10.1021/ol802861s

  日期：2009.2.19

  The asymmetric arylation of N-tosylimines with arylboronic acids was realized by using chiral cationic C-2-symmetric N-heterocyclic carbene (NHC) Pd2+ diaquo complex 5b as the catalyst in combination with 1.0 equiv of K3PO4 center dot 3H(2)O in THF at 4 degrees C in the presence of powdered 4 angstrom MS to afford the corresponding adducts in excellent yields (up to 99%) and good to high enantioselectivities (up to 94% ee).