2,2,2-Tris(diphenylphosphinomethyl)ethanol | 156876-05-0

• 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: 2,2,2-Tris(diphenylphosphinomethyl)ethanol
• 英文别名: 3-Diphenylphosphanyl-2,2-bis(diphenylphosphanylmethyl)propan-1-ol
• CAS: 156876-05-0
• 化学式: C₄₁H₃₉OP₃
• 分子量: 640.681
• InChiKey: CFDKLORAPCIIQE-UHFFFAOYSA-N

物化性质

• 沸点：
  746.6±60.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  45
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1S)-(-)-莰烷酰氯 、 2,2,2-Tris(diphenylphosphinomethyl)ethanol 在 吡啶 作用下， 以 甲苯 为溶剂， 以71%的产率得到(-)-Camphansauere-2,2-bis(5-diphenylphosphanylmethyl)-3-(5-diphenylphosphanyl)-1-propylester
  参考文献：
  名称：

  Seitz, Thomas; Asam, Alexander; Huttner, Gottfried, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1995, vol. 50, # 9, p. 1287 - 1306

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-2,2-二(氯甲基)丙-1-醇 在 正丁基锂 、 potassium tert-butylate 作用下， 反应 5.33h， 生成 2,2,2-Tris(diphenylphosphinomethyl)ethanol
  参考文献：
  名称：

  Synthese funktionalisierter tipod-Liganden: Aufbau, Veresterung und Koordinationsfähigkeit von HOCH2C (CH2PPh2)3

  摘要：

  Starting from pentaerythritol, HOCH2C(CH2OH)3, the synthesis of the hydroxy functionalized tripod-ligand HOCH2C(CH2PPh2)3, 4, is achieved in a few steps. Esterification of the hydroxy group of 4 opens a route to the convergent construction of functionalized tripod-ligands R'COOCH2aCH2PR2)3. For ligand 4 and for its benzoyl derivative PhCOOCH2C(CH2PPh2)3, 6, the capability of forming facially coordinated tripod-complexes is verified by the formation of molybdenum and cobalt complexes. The results are documented by the usual analytical techniques as well as by X-ray analyses.

  DOI：

  10.1016/0022-328x(94)88068-9

文献信息

• Synthesis of the first polymer-supported tripodal triphosphine ligand and its application in the heterogeneous hydrogenolysis of benzo[b]thiophene by rhodium catalysis
  作者：Claudio Bianchini、Marco Frediani、Francesco Vizza

  DOI：10.1039/b010128l

  日期：——

  A p-styrenyl substituent attached to the ligand framework allows the tripodal triphosphine moiety –C(CH2PPh2)3 to be introduced as a pendant group in polystyrene matrices via free-radical copolymerisation; in conjunction with rhodium(I), the polytriphos material forms an effective heterogeneous catalyst for the hydrogenolysis of benzo[b]thiophene to 2-ethylthiophenol and ethylbenzene.

  配体框架上的对苯乙烯基取代基使三重三膦分子-C(CH2PPh2)3 能够通过自由基共聚作用作为悬垂基团被引入聚苯乙烯基质中；与铑（I）结合后，聚三磷酸盐材料成为一种有效的异相催化剂，可将苯并[b]噻吩氢解为 2-乙基噻吩酚和乙苯。
• Functionalized Ether Derivatives of HOCH2C(CH2PPh2)3 and Related Tripod Ligands – Synthesis and Coordination Chemistry
  作者：Peter Schober、Rainer Soltek、Gottfried Huttner、Laszlo Zsolnai、Katja Heinze

  DOI：10.1002/(sici)1099-0682(199810)1998:10<1407::aid-ejic1407>3.0.co;2-j

  日期：1998.10

  backbone of the ligands is greatly reduced by fixing three arms of the neopentane scaffolding to the metal center. After deprotonation, reaction with electrophiles will produce the corresponding ether derivatives ROCH2C(CH2PPh2)(CH2Z)2 (3). Mesylation of 2 leads to MeSO2OCH2C(CH2PPh2)3·Mo(CO)3 (4), which reacts with alkoxides to produce 3 in a sequence of reversed polarity. Ligands 5 [ROCH2C(CH2PPh2)3] are

  新戊烷衍生的一般类型 HOCH2C(CH2PPh2)(CH2Y)(CH2Z) (1; Y, Z = PPh2, SR) 的三脚架配体在其羟基上具有抗醚形成的能力。已发现两种途径，允许将 1 转化为醚官能化三脚架配体 ROCH2C(CH2PPh2)(CH2Y)(CH2Z)（Y = Z = PPh2: 5，Y = Z = SR: 8）。这些策略之一依赖于 1·Mo(CO)3 (2) 中 1 的 η3 配位。通过这种方式，通过将新戊烷支架的三个臂固定到金属中心，可以有效地保护供体基团，并大大减少了配体骨架上 CH2OH 基团的空间阻碍。去质子化后，与亲电试剂反应会产生相应的醚衍生物 ROCH2C(CH2PPh2)(CH2Z)2 (3)。2 的甲磺酰化导致 MeSO2OCH2C(CH2PPh2)3·Mo(CO)3 (4)，与醇盐反应生成极性相反的 3。配体 5 [ROCH2C(CH2PPh2)3]
• Seitz, Th.; Huttner, G.; Buechner, M., Zeitschrift fur Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 12, p. 1813 - 1817
  作者：Seitz, Th.、Huttner, G.、Buechner, M.

  DOI：——

  日期：——
• Seitz, Thomas; Asam, Alexander; Huttner, Gottfried, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1995, vol. 50, # 9, p. 1287 - 1306
  作者：Seitz, Thomas、Asam, Alexander、Huttner, Gottfried、Walter, Olaf、Zsolnai, Laszlo

  DOI：——

  日期：——
• Synthese funktionalisierter tipod-Liganden: Aufbau, Veresterung und Koordinationsfähigkeit von HOCH2C (CH2PPh2)3
  作者：Th. Seitz、A. Muth、G. Huttner、Th. Klein、O. Walter、M. Fritz、L. Zsolnai

  DOI：10.1016/0022-328x(94)88068-9

  日期：1994.5

  Starting from pentaerythritol, HOCH2C(CH2OH)3, the synthesis of the hydroxy functionalized tripod-ligand HOCH2C(CH2PPh2)3, 4, is achieved in a few steps. Esterification of the hydroxy group of 4 opens a route to the convergent construction of functionalized tripod-ligands R'COOCH2aCH2PR2)3. For ligand 4 and for its benzoyl derivative PhCOOCH2C(CH2PPh2)3, 6, the capability of forming facially coordinated tripod-complexes is verified by the formation of molybdenum and cobalt complexes. The results are documented by the usual analytical techniques as well as by X-ray analyses.