2-(diphenylphosphinomethyl)-4-methylphenol | 75637-70-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(diphenylphosphinomethyl)-4-methylphenol
• 英文别名: Ph2PCH2C6H3(CH3)OH；2-(diphenylphosphanylmethyl)-4-methylphenol
• CAS: 75637-70-6
• 化学式: C₂₀H₁₉OP
• 分子量: 306.344
• InChiKey: ZLCAYUHWXYFBTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  bis(cyclopentadienyl)dimethylzirconium(IV) 、 2-(diphenylphosphinomethyl)-4-methylphenol 以 二氯甲烷 为溶剂， 以40%的产率得到
  参考文献：
  名称：

  钛和锆的2-（二苯基膦基）苯酚基和2-（二苯基膦基甲基）-4-甲基苯酚的配合物的合成。的X射线表征[（η 5 -C 5 H ^ 5）2的ZrCl（OC 6 H ^ 4 PPH 2 ]和[（η 5 -C 5 H ^ 5）2的Zr（OC 6 H ^ 4 PPH 2）2 ]

  摘要：

  在咪唑存在下，配合物[（C 5 H 5）2 MCl 2 ]（MTi，Zr）与2-（二苯基膦基）苯酚HO（C 6 H 4）PPh 2反应，得到相应的配合物[ Cp 2 ZrCl（OC 6 H 4 PPh 2）]，1和[Cp 2 M（OC 6 H 4 PPh 2）2 ]（2：MTi；3：MZr）。在相同的实验条件下，较大的配体2-（二苯基膦甲基）-4-甲基苯酚HO（C 6H 3-（CH 3）CH 2 PPh 2无法与[Cp 2 MCl 2 ]（Ti或Zr）反应，但与Cp 2 Zr（CH 3）2反应得到甲基络合物[Cp 2 Zr（CH 3）{O （C 6 H 3）（CH 3）CH 2 PPh 2 }]，4和[Cp 2 Zr [O（C 6 H 3）（CH 3）CH 2 PPh 2 ] 2 ]，5。化合物1和3从CH 2 Cl 2溶液中结晶，并且已经确定了它们的结构。在一个3的苯氧基配体中，相对较短的Zr

  DOI：

  10.1016/0022-328x(94)05197-j
• 作为产物：
  描述：

  2-[(二甲氨基)甲基]-4-甲基苯酚 、 二苯基膦 以89%的产率得到2-(diphenylphosphinomethyl)-4-methylphenol
  参考文献：
  名称：

  Kellner, K.; Rothe, S.; Steyer, E.-M., Phosphorus and Sulfur and the Related Elements, 1980, vol. 8, p. 269 - 274

  摘要：

  DOI：

文献信息

• Bidentate phosphinophenol ligands. Preparation and electrochemistry of the Re(III) complexes of 2-(diphenylphosphinomethyl)-4-methylphenol (P1OH) and 2-diphenylphosphinophenol (P2OH). Crystal and molecular structure of mer-Re[P1O]3
  作者：Frédérique Loiseau、Fabienne Connac、Yolande Lucchese、Michèle Dartiguenave、Sébastien Fortin、André L Beauchamp、Yvon Coulais

  DOI：10.1016/s0020-1693(00)00156-0

  日期：2000.8

  The reaction of 2-(diphenylphosphinomethyl)-4-methylphenol (P-1-OH) and 2-diphenylphosphinophenol (P-2-OH) on ReCl3(MeCN)(PPh3)(2) in a 3:1 ratio leads to the formation of the homoleptic Re(III) complexes Re(P-1-O)(3) (1) and Re(P-2-O)(3) (2) in high yield. 1 is reasonably stable in air in the solid state and in solution, which is not the case for 2. Orange-red crystals of 1 contain distorted octahedral Re entities in which the metal is coordinated to three bidentate phosphinophenolato ligands in the mer configuration. Cyclic voltammetry of 1 and 2 shows two well defined monoelectronic quasi-reversible redox waves, one reductive attributed to the Re(III)/Re(II) couple and one oxidative due to the Re(III)/Re(IV) one. A second oxidative wave, attributed to the Re(IV)/Re(V) couple, is reversible only for 1, indicating the lower stability of 2 toward oxidation. In agreement with this, 2 gives, in air, the Re(V)-oxo species ReO(O-P-2=O)(P-2-O)(2) (3) quantitatively, whose structure is confirmed by X-ray diffraction. (C) 2000 Elsevier Science S.A. All rights reserved.
• Bidentate phosphinophenol R2POH ligands. Oxo and imido Re(V) complexes of 2-diphenylphosphinomethyl-4-methylphenol (POH). Crystal structure of ReOCl(PO)2
  作者：Fabienne Connac、Yolande Lucchese、Marie Gressier、Michèle Dartiguenave、André L Beauchamp

  DOI：10.1016/s0020-1693(00)00066-9

  日期：2000.6

  The PPh3 ligands were displaced and ReOCl3(P-OH)(2) (1) was formed when ReOCl3(PPh3)(2) and 2 equiv. of the title ligand (P-OH) were refluxed in acetonitrile. In the presence of the proton quencher NEt3, ligand deprotonation took place and the bis-chelate complex ReOCl(P-O)(2) (2) was isolated. Under similar conditions, ReO(OEt)(P-O)(2) (3) was obtained from ReO(OEt)Cl-2(PPh3)(2). NMR data are consistent with the tPans-O-Re-O-cis-P,P 'twisted' octahedral geometry for these species. The corresponding phenylimido complex Re(NPh)Cl(P-O)(2) (4), similarly prepared from Re(NPh)Cl-3(PPh3)(2), adopts the trans-O-Re-NPh-trans-P,P arrangement. The structure of 2 was confirmed by X-ray diffraction. The methylene group in the side-arm imparts flexibility to the chelate ring and allows the bond angles to be closer to the ideal octahedral values than in the corresponding diphenylphosphinophenolato compound. The six-membered rings adopt a flattened boat conformation bringing the phenolate unit out of the coordination plane and making the overall van der Waals envelope substantially different from that of the diphenylphosphinophenol-based complex. (C) 2000 Elsevier Science S.A. All rights reserved.
• KELLNER K.; ROTHE S.; STEYER E.-M.; TZSCHACH A., PHOSPH. AND SULFUR, 1980, 8, NO 3, 269-273
  作者：KELLNER K.、 ROTHE S.、 STEYER E.-M.、 TZSCHACH A.

  DOI：——

  日期：——
• Synthesis of 2-(diphenylphosphino)phenolato and 2-(diphenylphosphinomethyl)-4-methylphenolato complexes of titanium and zirconium. X-ray characterization of [(η5-C5H5)2ZrCl(OC6H4PPh2] and [(η5-C5H5)2 Zr(OC6H4PPh2)2]
  作者：Laurent Miguel、Mario Basso-Bert、Robert Choukroun、Rachid Madhouni、Bettina Eichhorn、Michel Sanchez、Marie-Rose Mazières、Joël Jaud

  DOI：10.1016/0022-328x(94)05197-j

  日期：1995.3

  Complexes [(C5H5)2MCl2] (MTi, Zr) react with the 2-(diphenyl-phosphino)phenol HO(C6H4)PPh2 in the presence of imidazole to give the corresponding complexes [Cp2ZrCl(OC6H4PPh2)], 1 and [Cp2M(OC6H4PPh2)2] (2: MTi; 3: MZr). Under the same experimental conditions, the bulkier ligand 2-(diphenylphosphinomethyl)-4-methylphenol HO(C6H3-(CH3)CH2PPh2 failed to react with [Cp2MCl2] (Ti or Zr) but with Cp2Zr(CH3)2

  在咪唑存在下，配合物[（C 5 H 5）2 MCl 2 ]（MTi，Zr）与2-（二苯基膦基）苯酚HO（C 6 H 4）PPh 2反应，得到相应的配合物[ Cp 2 ZrCl（OC 6 H 4 PPh 2）]，1和[Cp 2 M（OC 6 H 4 PPh 2）2 ]（2：MTi；3：MZr）。在相同的实验条件下，较大的配体2-（二苯基膦甲基）-4-甲基苯酚HO（C 6H 3-（CH 3）CH 2 PPh 2无法与[Cp 2 MCl 2 ]（Ti或Zr）反应，但与Cp 2 Zr（CH 3）2反应得到甲基络合物[Cp 2 Zr（CH 3）O （C 6 H 3）（CH 3）CH 2 PPh 2 }]，4和[Cp 2 Zr [O（C 6 H 3）（CH 3）CH 2 PPh 2 ] 2 ]，5。化合物1和3从CH 2 Cl 2溶液中结晶，并且已经确定了它们的结构。在一个3的苯氧基配体中，相对较短的Zr
• Kellner, K.; Rothe, S.; Steyer, E.-M., Phosphorus and Sulfur and the Related Elements, 1980, vol. 8, p. 269 - 274
  作者：Kellner, K.、Rothe, S.、Steyer, E.-M.、Tzschach, A.

  DOI：——

  日期：——