N-<1',1'-dimethyl-2'-ethanesulfonate>-diphenylphosphine-3-propanamide lithium salt | 173951-12-7

• 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: N-<1',1'-dimethyl-2'-ethanesulfonate>-diphenylphosphine-3-propanamide lithium salt
• 英文别名: lithium;3-diphenylphosphanyl-N-(2-methyl-1-sulfopropan-2-yl)propanimidate
• CAS: 173951-12-7
• 化学式: C₁₉H₂₃NO₄PS*Li
• 分子量: 399.377
• InChiKey: ZMGCJSSMAVHMFO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.05
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  94.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  palladium (1,5-cyclooctadiene) dichloride 、 N-<1',1'-dimethyl-2'-ethanesulfonate>-diphenylphosphine-3-propanamide lithium salt 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Carbonylation of benzyl bromide to benzeneacetic acid and its esters catalysed by water-soluble palladium complexes

  摘要：

  A catalytic system containing PdCl(2)(cod) (cod = 1,5-cyclooctadiene) and a water-soluble phosphine PNS (PNS = Ph(2)PCH(2)CH(2)C(O)NHC(CH(3))(2)CH(2)SO(3)Li) in water/toluene solution exhibits activity in the carbonylation of benzyl bromide to benzeneacetic acid (87% yield) at 130 degrees C and 10 atm of CO. In a reaction carried out in water/alcohol solution, corresponding esters were obtained in yields dependent on the kind of alcohol used: 24% for BuOH, 62% for (i)PrOH, 78% for EtOH, and 85% for MeOH. In the synthesis of benzeneacetic acid methyl ester C(6)H(5)CH(2)C(O)OCH(3) at 50-100 degrees C under 5-10 atm of CO, TOF ca. 300 was achieved. The contribution of palladium(0) phosphine complexes was proved using the (31)P{(1)H} NMR and IR methods. The complex Pd(PNS)(4), obtained in the reaction of PdCl(2)(cod) with PNS and NaBH(4), reacts with C(6)H(5)CH(2)Br yielding an oxidative addition product, PdBr(C(6)H(5)CH(2))(PNS)(2), identified using the (31)P{(1)H} NMR method. In CD(3)OD solution containing Pd(PNS)(4) and C(6)H(5)CH(2)Br saturated with CO, the ester described by the formula C(6)H(5)CH(2)C(O)OCD(3) was identified. This suggests that the reaction of CO-insertion into Pd-C bonding is relatively fast. (C) 2000 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1381-1169(99)00390-8
• 作为产物：
  描述：

  2-丙烯酰胺基-2-甲基丙磺酸 、 三苯基膦 在 lithium 作用下， 生成 N-<1',1'-dimethyl-2'-ethanesulfonate>-diphenylphosphine-3-propanamide lithium salt
  参考文献：
  名称：

  一种用于丙烯酸甲酯加氢甲酰化的新型高选择性水溶性铑催化剂

  摘要：

  在两个新的水溶性膦存在下，可以在两相体系中实现丙烯酸甲酯加氢甲酰化为α-醛。获得了高产率和高选择性的α-醛（约80％的α/β比为1:20）。已经进行了光谱学研究并且已经鉴定了在催化体系中原位形成的一些新的铑配合物。

  DOI：

  10.1016/0022-328x(95)05595-1

文献信息

• A new, highly selective, water-soluble rhodium catalyst for methyl acrylate hydroformylation
  作者：Georges Fremy、Yves Castanet、Ryszard Grzybek、Eric Monflier、André Mortreux、Anna M. Trzeciak、Jozef J. Ziolkowski

  DOI：10.1016/0022-328x(95)05595-1

  日期：1995.12

  Hydroformylation of methylacrylate to α-aldehyde can be achieved in a two-phase system in the presence of two new water-soluble phosphines. High yields and selectivities of α-aldehyde (ca. 80% with a α/β ratio of 1:20) were obtained. Spectroscopic studies have been carried out and some new rhodium complexes formed in situ in catalytic systems have been identified.

  在两个新的水溶性膦存在下，可以在两相体系中实现丙烯酸甲酯加氢甲酰化为α-醛。获得了高产率和高选择性的α-醛（约80％的α/β比为1:20）。已经进行了光谱学研究并且已经鉴定了在催化体系中原位形成的一些新的铑配合物。
• Carbonylation of benzyl bromide to benzeneacetic acid and its esters catalysed by water-soluble palladium complexes
  作者：Anna M Trzeciak、Józef J Ziółkowski

  DOI：10.1016/s1381-1169(99)00390-8

  日期：2000.3

  A catalytic system containing PdCl(2)(cod) (cod = 1,5-cyclooctadiene) and a water-soluble phosphine PNS (PNS = Ph(2)PCH(2)CH(2)C(O)NHC(CH(3))(2)CH(2)SO(3)Li) in water/toluene solution exhibits activity in the carbonylation of benzyl bromide to benzeneacetic acid (87% yield) at 130 degrees C and 10 atm of CO. In a reaction carried out in water/alcohol solution, corresponding esters were obtained in yields dependent on the kind of alcohol used: 24% for BuOH, 62% for (i)PrOH, 78% for EtOH, and 85% for MeOH. In the synthesis of benzeneacetic acid methyl ester C(6)H(5)CH(2)C(O)OCH(3) at 50-100 degrees C under 5-10 atm of CO, TOF ca. 300 was achieved. The contribution of palladium(0) phosphine complexes was proved using the (31)P(1)H} NMR and IR methods. The complex Pd(PNS)(4), obtained in the reaction of PdCl(2)(cod) with PNS and NaBH(4), reacts with C(6)H(5)CH(2)Br yielding an oxidative addition product, PdBr(C(6)H(5)CH(2))(PNS)(2), identified using the (31)P(1)H} NMR method. In CD(3)OD solution containing Pd(PNS)(4) and C(6)H(5)CH(2)Br saturated with CO, the ester described by the formula C(6)H(5)CH(2)C(O)OCD(3) was identified. This suggests that the reaction of CO-insertion into Pd-C bonding is relatively fast. (C) 2000 Elsevier Science B.V. All rights reserved.