{3-[(Di-tert-butylphosphanyl)methyl]phenyl}methanol | 646069-76-3

• 物质功能分类: 有机原料 - 有机膦化合物
• 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: {3-[(Di-tert-butylphosphanyl)methyl]phenyl}methanol
• 英文别名: [3-(ditert-butylphosphanylmethyl)phenyl]methanol
• CAS: 646069-76-3
• 化学式: C₁₆H₂₇OP
• 分子量: 266.364
• InChiKey: UWAOBHRYXRGGNB-UHFFFAOYSA-N

物化性质

• 沸点：
  368.8±30.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  氯二异丙基膦 、 {3-[(Di-tert-butylphosphanyl)methyl]phenyl}methanol 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 以56%的产率得到Ditert-butyl-[[3-[di(propan-2-yl)phosphanyloxymethyl]phenyl]methyl]phosphane
  参考文献：
  名称：

  Novel unsymmetrical PCP′ pincer ligands and their palladium(II) complexes

  摘要：

  Synthetic routes towards novel PCF pincer ligands were devised. Ligand 1-((Pr2POCH2)-P-i)-3-((Bu2PCH2)-P-t)(C6H4) is prepared in a three step synthesis from 1,3-benzenedimethanol and 1-((Pr2PO)-P-i)-3-((Bu2PCH2)-P-t)(C6H4,) is accessible in three steps from 3-hydroxybenzylalcohol. Both their palladium(II) complexes are prepared in good yields but are distinctly different since [PdCl{(C6H3)(OPPr2i)-2-(CH2PBu2t)-6}] possesses two five-membered palladacycles, whereas [PdCl{(C6H3)(CH2PBu2t)-2-(CH2OPPr2i)-6}] is unusual for a pincer complex in that it contains both five- and six-membered palladacycles. Both compounds also represent the first examples of pincer complexes where one donor is a phosphinite and the other is a phosphine. The X-ray structures of these complexes were solved and are discussed. The data reveal that an increase in the metallacycle ring-size leads to changes in bond lengths, but more importantly to significant increases in the bond angles. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2003.08.017
• 作为产物：
  描述：

  1,3-苯二甲醇 在 吡啶 、 氯化亚砜 、 sodium iodide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 5.5h， 生成 {3-[(Di-tert-butylphosphanyl)methyl]phenyl}methanol
  参考文献：
  名称：

  Novel unsymmetrical PCP′ pincer ligands and their palladium(II) complexes

  摘要：

  Synthetic routes towards novel PCF pincer ligands were devised. Ligand 1-((Pr2POCH2)-P-i)-3-((Bu2PCH2)-P-t)(C6H4) is prepared in a three step synthesis from 1,3-benzenedimethanol and 1-((Pr2PO)-P-i)-3-((Bu2PCH2)-P-t)(C6H4,) is accessible in three steps from 3-hydroxybenzylalcohol. Both their palladium(II) complexes are prepared in good yields but are distinctly different since [PdCl{(C6H3)(OPPr2i)-2-(CH2PBu2t)-6}] possesses two five-membered palladacycles, whereas [PdCl{(C6H3)(CH2PBu2t)-2-(CH2OPPr2i)-6}] is unusual for a pincer complex in that it contains both five- and six-membered palladacycles. Both compounds also represent the first examples of pincer complexes where one donor is a phosphinite and the other is a phosphine. The X-ray structures of these complexes were solved and are discussed. The data reveal that an increase in the metallacycle ring-size leads to changes in bond lengths, but more importantly to significant increases in the bond angles. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2003.08.017