N,N-bis[2-[(diphenylphosphino)oxy]ethyl]benzenamine | 352326-62-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-bis[2-[(diphenylphosphino)oxy]ethyl]benzenamine
• 英文别名: N,N-bis(2-(diphenylphoshinoxy)-ethyl)aniline；N,N-bis(2-diphenylphosphanyloxyethyl)aniline
• CAS: 352326-62-6
• 化学式: C₃₄H₃₃NO₂P₂
• 分子量: 549.589
• InChiKey: RUPRAYJEMQDYGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  39
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 N,N-bis[2-[(diphenylphosphino)oxy]ethyl]benzenamine 以 二氯甲烷 为溶剂， 以94%的产率得到[Rh(COD)-N,N-bis[2-[(diphenylphosphino)oxy]ethyl]benzenamine]BF4
  参考文献：
  名称：

  Synthesis of new rhodium complexes with a hemilabile nitrogen-containing bis(phosphinite) or bis(phosphine) ligand. Application to hydroformylation of styrene

  摘要：

  Two new cationic rhodium(I) complexes with a hemilabile nitrogen-containing bis(phosphinite) or bis(phosphine) ligand have been prepared. P-31-NMR studies provide evidence that the Ligands are coordinated to the metal in P,P-bidentate mode, whereas for the bis(phoshine)-based ligand, a P,N,P-tridentate mode is also possible to be found at low temperatures. The complexes were applied to the hydroformylation of styrene and displayed a high chemoselectivity for aldehydes with a very good branched/linear ratio. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)00701-x
• 作为产物：
  描述：

  N,N-二羟乙基苯胺 、 二苯基氯化膦 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到N,N-bis[2-[(diphenylphosphino)oxy]ethyl]benzenamine
  参考文献：
  名称：

  Synthesis of new rhodium complexes with a hemilabile nitrogen-containing bis(phosphinite) or bis(phosphine) ligand. Application to hydroformylation of styrene

  摘要：

  Two new cationic rhodium(I) complexes with a hemilabile nitrogen-containing bis(phosphinite) or bis(phosphine) ligand have been prepared. P-31-NMR studies provide evidence that the Ligands are coordinated to the metal in P,P-bidentate mode, whereas for the bis(phoshine)-based ligand, a P,N,P-tridentate mode is also possible to be found at low temperatures. The complexes were applied to the hydroformylation of styrene and displayed a high chemoselectivity for aldehydes with a very good branched/linear ratio. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)00701-x

文献信息

• Platinum complexes of P,N- and P,N,P-ligands and their application in the hydroformylation of styrene
  作者：Péter Pongrácz、Ioannis D. Kostas、László Kollár

  DOI：10.1016/j.jorganchem.2012.10.018

  日期：2013.1

  Neutral complexes of the formula PtCl2(L) (where L - ortho-diphenylphosphino-N-(2-hydroxyethyl)-N-methylaniline (1), ortho-diphenylphosphino-N-2-(diphenylphoshinoxy)-ethyl)-N-methylaniline (2) and N,N-bis(2-(diphenylphoshinoxy) ethyl) aniline (3)) were prepared. Various binding modes, such as P, Nand P, P-bidentate and monodentate coordinations were observed with these hemilabile ligands in the parent complexes and in the triphenylphosphine-added systems. P-31 NMR studies on the 'in situ' systems revealed the hemilabile character of the ligands.The platinum complexes proved to be precursors to catalysts of low activity for the hydroformylation of styrene in platinum-ligand (1, 2 or 3)-tin(II) chloride system. High chemoselectivities (up to 82%) were obtained, while the two aldehyde regioisomers were formed in almost equimolar ratio with the slight preference of the branched aldehyde, 2-phenylpropanal. Remarkable increase in regioselectivity was observed in the presence of para-toluenesulfonic acid additive using platinum-ligand (1) systems. (C) 2012 Elsevier B. V. All rights reserved.