2-((2-OMe-Ph)2P)-4-Me-benzenesulfonic acid | 257290-46-3

• 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-OMe-Ph)2P)-4-Me-benzenesulfonic acid
• 英文别名: 2-Bis(2-methoxyphenyl)phosphanyl-4-methylbenzenesulfonic acid
• CAS: 257290-46-3
• 化学式: C₂₁H₂₁O₅PS
• 分子量: 416.435
• InChiKey: NCRHZTODNJCWIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  81.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-((2-OMe-Ph)2P)-4-Me-benzenesulfonic acid 以 四氢呋喃 、 二氯甲烷-D2 为溶剂， 生成 [(2-((2-OMe-Ph)2P)-4-Me-benzenesulfonate)Pd(CH2SiMe3)]2*2CH2Cl2
  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
• 作为产物：
  描述：

  N-bis(2-methoxyphenyl)phosphanyl-N-methylmethanamine 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 39.0h， 生成 2-((2-OMe-Ph)2P)-4-Me-benzenesulfonic acid
  参考文献：
  名称：

  通过（膦磺酸盐）PdMe 催化剂共聚乙烯和烷基乙烯基醚

  摘要：

  中性复合物 (PO−OMe)PdMe(py) (1, PO−OMe = 2-[bis(2-OMe−Ph)phosphino]-4-methylbenzosulfonate) 将乙烯聚合成具有 1−10 个支链/103 的线性聚合物碳（主要是甲基）和乙烯基和 2-烯烃不饱和端基。配合物 1 在 60-100 °C 的甲苯中将乙烯和烷基乙烯基醚（CH2CHOR，2a-c：R = tBu (a)、Et (b)、Bu (c)）共聚成线性共聚物，其中含有高达 7 mol % 的乙烯基醚。CH2CHOR 的加入降低了聚合速率和聚合物分子量。共聚物结构类似于在相同条件下生成的均聚聚乙烯。主要的共聚单体单元是 -CH2CH(OR)CH2-(I) 和 CH3CH(OR)CH2-(II)。乙烯/CH 2 CHOR 共聚物可以转化为羟基-和溴-聚乙烯。对照实验的结果反对共聚的阳离子和自由基机制，并提出了插入机制。无碱

  DOI：

  10.1021/ja072562p

文献信息

• <i>ortho</i>-Phenyl dialkylphosphonium sulfonate compounds: two rotamers in equilibrium
  作者：E. Martin-Mothes、E. Puig、L. Vendier、C. Bijani、M. Grellier、S. Bontemps

  DOI：10.1039/c8dt02400f

  日期：——

  in equilibrium in solution. These two rotamers have been entirely characterized and are shown to differ by the spatial arrangement of the phosphonium proton relative to the sulfonate moiety. The phosphonium proton chemical shift and the 1JPH coupling constant are characteristic values for each rotamer. The kinetic and thermodynamic constants have been determined by means of NMR and DFT studies.

  已经合成了两种已知的和两种新的邻苯基phospho磺酸盐化合物，并在溶液和固态下进行了分析。当the部分带有烷基取代基时，两个旋转异构体在溶液中处于平衡状态。这两个旋转异构体已经被完全表征，并且显示出pro质子相对于磺酸根部分的空间排列是不同的。ro质子化学位移和1 J PH耦合常数是每个旋转异构体的特征值。动力学和热力学常数已经通过NMR和DFT研究确定。
• Olefin Insertion Reactivity of a (Phosphine-arenesulfonate)Palladium(II) Fluoride Complex
  作者：Rebecca E. Black、Stefan M. Kilyanek、Erik D. Reinhart、Richard F. Jordan

  DOI：10.1021/acs.organomet.9b00545

  日期：2019.11.11

  Pd(II) fluoride complex (PO-OMe)PdF(lut) (2, PO-OMe = P(2-OMe-Ph)2(2-SO3-5-Me-Ph), lut = 2,6-lutidine) and its reactions with electron-deficient olefins are described. The reaction of (PO-OMe)PdBr(lut) (1) with AgF affords 2 as an 82:18 mixture of cis-P,F and trans-P,F isomers. 2 isomerizes to a 1:2 cis-P,F:trans-P,F equilibrium mixture in CD2Cl2 solution at room temperature in ca. 3 days. 2 reacts

  膦-芳烃磺酸盐Pd（II）氟化物络合物（PO-OMe）PdF（lut）（2，PO-OMe = P（2-OMe-Ph）2（2-SO 3 -5-Me-Ph）的合成，lut = 2,6-lutidine）及其与缺电子烯烃的反应。的反应（PO-OME）PDBR（LUT）（1）与AGF得到2作为的82:18混合物的顺式- P，˚F和反式- P，˚F异构体。2分异构化为1:2顺式- P，˚F：反式- P，˚F室温下在CD 2 Cl 2溶液中的平衡混合物。3天。2种发生反应与氟乙烯（VF），得到（PO-OME）的Pd（CH 2 CHF 2）（LUT）（3），其存在为顺式- P，Ç异构体。2与溴乙烯（VBr）反应生成1和VF，方法是先进行氟代钯酸反应形成（PO-OMe）Pd（CH 2 CHBrF）（lut）（4，未观察到），然后消除β-Br。2与乙酸乙烯酯反应生成（PO-OMe）Pd CH 2 CHF（
• A POLYMERIZATION PROCESS
  申请人：Basell Technology Company B.V.

  公开号：EP1100832A1

  公开（公告）日：2001-05-23
• [EN] A POLYMERIZATION PROCESS<br/>[FR] PROCEDE DE POLYMERISATION
  申请人：MONTELL TECHNOLOGY COMPANY BV

  公开号：WO2000006615A1

  公开（公告）日：2000-02-10

  The invention relates to a process for the polymerization of ethene and optionally one or more other olefin monomers by contacting the monomers under polymerization conditions with a catalyst system obtainable by combining: (a) a palladium, nickel or platinum ion, (b) an anion derived from an acid having a pKa of less than 3, and containing an atom of Group V A of the Periodic Table of Elements, wherein the Group V A atom is substituted with at least one aryl group, said aryl groups being substituted with a polar group on the ortho position. The invention also relates to a novel class of cyclic olefin copolymers, containing functional groups, which are obtainable with the above process.