(t-butyldimethylsilyloxymethyl)(hydroxymethyl)phenylphosphine sulfide | 1420040-29-4

• 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: (t-butyldimethylsilyloxymethyl)(hydroxymethyl)phenylphosphine sulfide
• 英文别名: [Tert-butyl(dimethyl)silyl]oxymethyl-(hydroxymethyl)-phenyl-sulfidophosphanium；[tert-butyl(dimethyl)silyl]oxymethyl-(hydroxymethyl)-phenyl-sulfidophosphanium
• CAS: 1420040-29-4
• 化学式: C₁₄H₂₅O₂PSSi
• 分子量: 316.477
• InChiKey: CIYJSJUMOYXIHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-碘甲苯 、 (t-butyldimethylsilyloxymethyl)(hydroxymethyl)phenylphosphine sulfide 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 1,1'-双(二苯基膦)二茂铁 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以99%的产率得到(t-butyldimethylsilyloxymethyl)(phenyl)(p-tolyl)phosphine sulfide
  参考文献：
  名称：

  Pd-Catalyzed P–C Cross-Coupling Reactions for Versatile Triarylphosphine Synthesis

  摘要：

  Practical and versatile syntheses of tertiary phosphine derivatives have been achieved by palladium-catalyzed deformylative P-C cross-coupling reactions of hydroxymethylphosphine derivatives. Sequential couplings of orthogonally protected precursors provide a simple and practical route toward a variety of tertiary phosphine derivatives having aryl substituents in any combination.

  DOI：

  10.1021/ol303448j
• 作为产物：
  描述：

  (tert-butyldimethylsilyl)diphenylphosphine 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 (t-butyldimethylsilyloxymethyl)(hydroxymethyl)phenylphosphine sulfide
  参考文献：
  名称：

  Pd-Catalyzed P–C Cross-Coupling Reactions for Versatile Triarylphosphine Synthesis

  摘要：

  Practical and versatile syntheses of tertiary phosphine derivatives have been achieved by palladium-catalyzed deformylative P-C cross-coupling reactions of hydroxymethylphosphine derivatives. Sequential couplings of orthogonally protected precursors provide a simple and practical route toward a variety of tertiary phosphine derivatives having aryl substituents in any combination.

  DOI：

  10.1021/ol303448j

文献信息

• Pd-Catalyzed P–C Cross-Coupling Reactions for Versatile Triarylphosphine Synthesis
  作者：Minoru Hayashi、Takashi Matsuura、Ippei Tanaka、Hidetoshi Ohta、Yutaka Watanabe

  DOI：10.1021/ol303448j

  日期：2013.2.1

  Practical and versatile syntheses of tertiary phosphine derivatives have been achieved by palladium-catalyzed deformylative P-C cross-coupling reactions of hydroxymethylphosphine derivatives. Sequential couplings of orthogonally protected precursors provide a simple and practical route toward a variety of tertiary phosphine derivatives having aryl substituents in any combination.