[1-methylthio-3-[(diphenylphosphino)oxy]propyl]-benzene | 591214-28-7

• 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-methylthio-3-[(diphenylphosphino)oxy]propyl]-benzene
• 英文别名: (3-Methylsulfanyl-3-phenylpropoxy)-diphenylphosphane
• CAS: 591214-28-7
• 化学式: C₂₂H₂₃OPS
• 分子量: 366.464
• InChiKey: RRTDKIROTWVEPD-UHFFFAOYSA-N

物化性质

• 沸点：
  498.2±55.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 [1-methylthio-3-[(diphenylphosphino)oxy]propyl]-benzene 以 二氯甲烷 为溶剂， 以89%的产率得到rhodium(1+)-[(1,2,5,6)-1,5-cyclooctadiene]-[[(1-methylthio-S)-3-[(diphenylphosphino-P)oxy]propyl]benzene]-tetrafluoroborate(1-)
  参考文献：
  名称：

  Rhodium complexes possessing S-phosphinite ligands with or without an amino group: application to hydroformylation of styrene

  摘要：

  A chelate cationic rhodium(I) complex with a hemilabile amino- and sulfur-containing phosphinite ligand has been synthesized and, according to the NMR data, the ligand is bound to the metal in a P. S-bidentate coordination mode without any Rh-N interaction. This complex efficiently catalyzes the hydroformylation of styrene. The chelate rhodiurn complex with the analogous ligand without the amino group has also been synthesized and examined as a catalyst for the same hydroformylation reaction. The reaction rate is higher using the former complex compared to the latter one without the amino group, with, however, a slightly lower regioselectivity towards the formation of the branched aldehyde. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.02.005
• 作为产物：
  描述：

  苄基甲基硫醚 在 正丁基锂 、 四甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 生成 [1-methylthio-3-[(diphenylphosphino)oxy]propyl]-benzene
  参考文献：
  名称：

  A palladium complex with a new hemilabile amino- and sulfur-containing phosphinite ligand as an efficient catalyst for the Heck reaction of aryl bromides with styrene. The effect of the amino group

  摘要：

  A palladium complex with a new hemilabile amino- and sulfur-containing phosphinite ligand has been synthesised and its crystal structure determined. This system efficiently catalyses the Heck reaction of aryl bromides with styrene at 130degreesC after 24 h, with turnover numbers of up to 100000 and with a selectivity towards trans-stilbenes ranging from 91.5 to 96.3%. The analogous sulfur-containing phosphinite without the amino group has also been synthesised and subjected to the Heck reaction. The constructive role of the amino group on the formation of the P,S-chelate palladium complex as well as in the Heck reaction is discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00474-5