2-((2-Et-Ph)2P)-4-Me-benzenesulfonic acid | 1001660-71-4

• 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: 2-((2-Et-Ph)2P)-4-Me-benzenesulfonic acid
• 英文别名: 2-Bis(2-ethylphenyl)phosphanyl-4-methylbenzenesulfonic acid
• CAS: 1001660-71-4
• 化学式: C₂₃H₂₅O₃PS
• 分子量: 412.489
• InChiKey: UBRPUFODPWUQMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  吡啶 、 (N,N,N',N'-tetramethylethylenediamine)dimethylpalladium(II) 、 二氯甲烷 、 2-((2-Et-Ph)2P)-4-Me-benzenesulfonic acid 以 二氯甲烷 为溶剂， 以41%的产率得到[(2-((2-Et-Ph)2P)-4-Me-benzenesulfonate)Pd(pyridine)(Me)]*0.12CH2Cl2
  参考文献：
  名称：

  Ethylene Polymerization by Palladium Alkyl Complexes Containing Bis(aryl)phosphino-toluenesulfonate Ligands

  摘要：

  The reaction of L'2PdR2 (L' = pyridine (py), pyridazine; L'(2) = cyclooctadiene, TMEDA) with 2-{(2-OMe-Ph)(2)P}-4-Me-benzenesulfonic acid ([PO-OMe]H, [1a]H) or 2-{(2-Et-Ph)(2)P}-4-Me-benzenesulfonic acid ([PO-Et]H, [1b]H) yields [PO-OMe]Pd(R)(L) (L = py, R = CH2SiMe3 (2a), (CH2Bu)-Bu-t (3a), CH2Ph (4a); R = Me, L = pyridazine (5a), py (6a), PPh3 (7a)) or [PO-Et]Pd(Me)(py) (6b). 2a and 6b have square-planar structures in which the alkyl group is cis to the phosphine and the [PO]Pd chelate rings are puckered. The reaction of 2a and 3a with B(C6F5)(3) yields {[PO-OMe]Pd(R)}(2) (R = CH2SiMe3 (8a), (CH2Bu)-Bu-t (9a)). 8a is a sulfonate-bridged dimer in the solid state. 2a, 6a, and 6b polymerize ethylene to linear polyethylene that contains low levels of Me branches, one C=C unit per chain (mostly 1- or 2-olefins), and M-n in the range 6000 to 19 000. 6a is slightly more active but produces polymers with similar molecular weight and structure compared to 6b. 6a copolymerizes ethylene and hexene at low ethylene pressure (5 atm), but no a-olefin incorporation is observed at high pressure (30 atm). An ethylene polymerization mechanism is proposed, which involves insertion and chain transfer of [PO]Pd(R)(ethylene) species (II) and ethylene trapping and much slower chain-walking of the [PO]Pd(CH2CH2R) species (III) formed by insertion of II.

  DOI：

  10.1021/om700869c

文献信息

• Ethylene Polymerization by Palladium Alkyl Complexes Containing Bis(aryl)phosphino-toluenesulfonate Ligands
  作者：Javier Vela、Graham R. Lief、Zhongliang Shen、Richard F. Jordan

  DOI：10.1021/om700869c

  日期：2007.12.1

  The reaction of L'2PdR2 (L' = pyridine (py), pyridazine; L'(2) = cyclooctadiene, TMEDA) with 2-(2-OMe-Ph)(2)P}-4-Me-benzenesulfonic acid ([PO-OMe]H, [1a]H) or 2-(2-Et-Ph)(2)P}-4-Me-benzenesulfonic acid ([PO-Et]H, [1b]H) yields [PO-OMe]Pd(R)(L) (L = py, R = CH2SiMe3 (2a), (CH2Bu)-Bu-t (3a), CH2Ph (4a); R = Me, L = pyridazine (5a), py (6a), PPh3 (7a)) or [PO-Et]Pd(Me)(py) (6b). 2a and 6b have square-planar structures in which the alkyl group is cis to the phosphine and the [PO]Pd chelate rings are puckered. The reaction of 2a and 3a with B(C6F5)(3) yields [PO-OMe]Pd(R)}(2) (R = CH2SiMe3 (8a), (CH2Bu)-Bu-t (9a)). 8a is a sulfonate-bridged dimer in the solid state. 2a, 6a, and 6b polymerize ethylene to linear polyethylene that contains low levels of Me branches, one C=C unit per chain (mostly 1- or 2-olefins), and M-n in the range 6000 to 19 000. 6a is slightly more active but produces polymers with similar molecular weight and structure compared to 6b. 6a copolymerizes ethylene and hexene at low ethylene pressure (5 atm), but no a-olefin incorporation is observed at high pressure (30 atm). An ethylene polymerization mechanism is proposed, which involves insertion and chain transfer of [PO]Pd(R)(ethylene) species (II) and ethylene trapping and much slower chain-walking of the [PO]Pd(CH2CH2R) species (III) formed by insertion of II.