N-(p-Toluolsulfonyl)-tributyl-phosphinimin | 17986-06-0

• 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: N-(p-Toluolsulfonyl)-tributyl-phosphinimin
• 英文别名: 4-methyl-N-(tri-N-butylphosphoranylidene)-benzenesulfonamide；tri-P-butyl-N-(toluene-4-sulfonyl)-phosphinimide；Tri-P-butyl-N-(toluol-4-sulfonyl)-phosphinimid；4-methyl-N-(tributyl-lambda5-phosphanylidene)benzenesulfonamide；4-methyl-N-(tributyl-λ5-phosphanylidene)benzenesulfonamide
• CAS: 17986-06-0
• 化学式: C₁₉H₃₄NO₂PS
• 分子量: 371.524
• InChiKey: PGSQTUHULNETTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三丁基膦 、 2-(tert-butylsulfonyl)-5-tert-butyl-(tosyliminoiodo)benzene 以 氘代氯仿 为溶剂， 以95%的产率得到N-(p-Toluolsulfonyl)-tributyl-phosphinimin
  参考文献：
  名称：

  Enhancing the solubility for hypervalent ortho-sulfonyl iodine compounds

  摘要：

  The synthesis and characterization of new hypervalent iodine reagents ArINTs (2a), ArIO (3a), and ArIO(2) (4a) (Ar=2-tert-butylsulfonyl-5-tert-butylphenyl) are described. These reagents are compared to previously reported analogous set of reagents Ar=2-tert-butylsulfonylphenyl and found to have significantly enhanced solubility and similar chemical reactivity. The X-ray crystal structures of 4a and of ArI (1a) (Ar=2-tert-butylsulfonyl-5-tert-butylphenyl) are discussed and compared. These reagents find use in atom and group transfer reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.04.087

文献信息

• 118. The polarity of the co-ordinate link. Part II. The influence of aromatic substitution on the stability of the phosphinimines
  作者：Frederick G. Mann、E. James Chaplin

  DOI：10.1039/jr9370000527

  日期：——
• Wiegraebe,W.; Bock,H., Chemische Berichte, 1968, vol. 101, # 4, p. 1414 - 1427
  作者：Wiegraebe,W.、Bock,H.

  DOI：——

  日期：——
• Enhancing the solubility for hypervalent ortho-sulfonyl iodine compounds
  作者：Bindu V. Meprathu、John D. Protasiewicz

  DOI：10.1016/j.tet.2010.04.087

  日期：2010.7

  The synthesis and characterization of new hypervalent iodine reagents ArINTs (2a), ArIO (3a), and ArIO(2) (4a) (Ar=2-tert-butylsulfonyl-5-tert-butylphenyl) are described. These reagents are compared to previously reported analogous set of reagents Ar=2-tert-butylsulfonylphenyl and found to have significantly enhanced solubility and similar chemical reactivity. The X-ray crystal structures of 4a and of ArI (1a) (Ar=2-tert-butylsulfonyl-5-tert-butylphenyl) are discussed and compared. These reagents find use in atom and group transfer reactions. (C) 2010 Elsevier Ltd. All rights reserved.