tri{4-[(dimethylamino)methyl]phenyl}phosphane | 78357-41-2

• 物质功能分类: 化学试剂 - 有机试剂 - 膦配体
• 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: tri{4-[(dimethylamino)methyl]phenyl}phosphane
• 英文别名: tri(p-N,N-dimethylaminomethylphenyl)phosphine；N,N',N''-{Phosphanetriyltris[(4,1-phenylene)methylene]}tris(N-methylmethanamine)；1-[4-bis[4-[(dimethylamino)methyl]phenyl]phosphanylphenyl]-N,N-dimethylmethanamine
• CAS: 78357-41-2
• 化学式: C₂₇H₃₆N₃P
• 分子量: 433.577
• InChiKey: XKCMPLDXFPHRKD-UHFFFAOYSA-N

物化性质

• 沸点：
  483.6±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tri{4-[(dimethylamino)methyl]phenyl}phosphane 以 二氯甲烷 、 丙酮 、 甲苯 为溶剂， 生成 [AuCl(tri(4-[(dimethylamino)methyl]phenyl)phosphane(+1H))]PO₄
  参考文献：
  名称：

  Synthesis, coordination chemistry, and metal complex reactivity of (dimethylamino)methyl-substituted triarylphosphanes; X-ray study on [AuCl(PPh3−nArn)] (Ar=1-C6H3(CH2NMe2)2-3,5, n=1, 3; Ar=1-C6H4(CH2NMe2)-4, n=3)

  摘要：

  The synthesis of the first series of 4-mono and 3,5-bis(dimethylamino)methyl-functionalized triarylphosphanes of the general formula PPh3-nArn (Ar = 1-C6H3(CH2NMe2)(2)-3,5 (NC(H)N), n = 1 (ligand 2) or n = 3 (ligand 4); Ar = 1 -C6H4(CH2NMe2)-4 (NC(H)), n = 3 (ligand 7)) is described. These phosphanes were used for the construction of complexes of the form [AuCl(P)] and [PtCl2(P)(2)]. In these complexes selective coordination of phosphorus to the metal ion is observed. The P-31 NMR data show the formation of cis-Pt complexes, even in the case of triarylphosphane 4, which features a tris{3,5-bis(dimethylamino)methyl} substitution pattern. The structure of the gold complex of mono-3,5-functionalized triarylphosphane 2 in the solid state shows a striking resemblance to the structure of the corresponding complex [AuCl(PPh3)]. The solid-state structure of the AuCl complex of tris-4-functionalized ligand 7 differs from that of [AuCl(PPh3)] in the sign of the torsion angles. The amine functionalities in this class of gold compounds could be reacted selectively with either acid (HCl, H3PO4) to generate ammonium salts or with an alkylating agent (benzyl bromide) to afford benzyl ammonium salts, without the violation of the Au-P bond. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.09.009
• 作为产物：
  描述：

  4-溴-N,N-二甲基苄胺 在 三氯硅烷 、 叔丁基锂 、 三乙胺 作用下， 以 乙醚 、 正戊烷 、 苯 为溶剂， 反应 20.75h， 生成 tri{4-[(dimethylamino)methyl]phenyl}phosphane
  参考文献：
  名称：

  Synthesis, coordination chemistry, and metal complex reactivity of (dimethylamino)methyl-substituted triarylphosphanes; X-ray study on [AuCl(PPh3−nArn)] (Ar=1-C6H3(CH2NMe2)2-3,5, n=1, 3; Ar=1-C6H4(CH2NMe2)-4, n=3)

  摘要：

  The synthesis of the first series of 4-mono and 3,5-bis(dimethylamino)methyl-functionalized triarylphosphanes of the general formula PPh3-nArn (Ar = 1-C6H3(CH2NMe2)(2)-3,5 (NC(H)N), n = 1 (ligand 2) or n = 3 (ligand 4); Ar = 1 -C6H4(CH2NMe2)-4 (NC(H)), n = 3 (ligand 7)) is described. These phosphanes were used for the construction of complexes of the form [AuCl(P)] and [PtCl2(P)(2)]. In these complexes selective coordination of phosphorus to the metal ion is observed. The P-31 NMR data show the formation of cis-Pt complexes, even in the case of triarylphosphane 4, which features a tris{3,5-bis(dimethylamino)methyl} substitution pattern. The structure of the gold complex of mono-3,5-functionalized triarylphosphane 2 in the solid state shows a striking resemblance to the structure of the corresponding complex [AuCl(PPh3)]. The solid-state structure of the AuCl complex of tris-4-functionalized ligand 7 differs from that of [AuCl(PPh3)] in the sign of the torsion angles. The amine functionalities in this class of gold compounds could be reacted selectively with either acid (HCl, H3PO4) to generate ammonium salts or with an alkylating agent (benzyl bromide) to afford benzyl ammonium salts, without the violation of the Au-P bond. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.09.009

文献信息

• Novel rhodium-containing catalyst
  申请人：KURARAY Co. LTD.

  公开号：EP0621075A2

  公开（公告）日：1994-10-26

  In hydroformylation comprising allowing an ethylenically unsaturated compound to react with carbon monoxide and hydrogen in the presence of a catalyst to convert it into a corresponding aldehyde, the catalyst is a rhodium-containing catalyst comprising; (a) a rhodium compound; (b) an organic phosphorus compound having at least one tertiary amine residual group and at least one tertiary phosphorus residual group, having the ability of coordination to said rhodium compound; and optionally (c) an acidic compound with which at least part of the tertiary amine residual group of the organic phosphorus compound is converted into ammonium ions.

  在加氢甲酰化反应中，包括让乙烯基不饱和化合物在催化剂存在下与一氧化碳和氢气反应，将其转化为相应的醛，催化剂为含铑催化剂，包括 (a) 铑化合物 (b) 有机磷化合物，具有至少一个叔胺残基和至少一个叔磷残基，能与所述铑化 合物配位；以及 (c) 一种酸性化合物，有机磷化合物的至少部分叔胺残基在该酸性化合物的作用下转化为铵离子。
• A new type of dicopper structure with side arm coordinating triarylphosphane ligands
  作者：Heinrich Lang、Marion Leschke、Hermann A Mayer、Michael Melter、Christian Weber、Gerd Rheinwald、Olaf Walter、Gottfried Huttner

  DOI：10.1016/s0020-1693(01)00619-3

  日期：2001.11

  Treatment of P(C6H4CH2NMe2-2)(3) (1) with 2 equiv. of CuX (2a X = Cl, 2b X = Br) produces the novel dicopper complexes [P(C6H4CH2NMe2-2)(3)]Cu2X2 (3a X = Cl, 3b X = Br) in high yields. The X-ray structure of 3b was determined. Crystals of 3b are orthorhombic, space group Pna2(1), with a = 19.280(4) Angstrom, b = 15.717(3) Angstrom, c = 11.201(2) Angstrom, V = 3394(1) Angstrom (3), Z = 4, and final R-1 = 0.0573 [I greater than or equal to 2 sigma (I)] for 2301 reflections used (1621 reflection with I greater than or equal to 2 sigma (I)) and 340 variables. The structure of 3b consists of two copper(I) centers of which one copper atom possesses a heavily distorted trigonal-pyramidal environment, while the other one is almost square-pyramidal coordinated; the Cu2Br2 segment gives rise to a situation, which may be considered as a contact ion pair between Cu+ and CuBr2-. (C) 2001 Elsevier Science B.V. All rights reserved.
• Process for reversibly ionising or de-ionising a rhodium -containing catalyst and its use in hydroformlyation.
  申请人：KURARAY Co. LTD.

  公开号：EP0621075B1

  公开（公告）日：1998-07-22
• US5434311A
  申请人：——

  公开号：US5434311A

  公开（公告）日：1995-07-18
• Synthesis, coordination chemistry, and metal complex reactivity of (dimethylamino)methyl-substituted triarylphosphanes; X-ray study on [AuCl(PPh3−nArn)] (Ar=1-C6H3(CH2NMe2)2-3,5, n=1, 3; Ar=1-C6H4(CH2NMe2)-4, n=3)
  作者：Robert Kreiter、Judith J. Firet、Michel J.J. Ruts、Martin Lutz、Anthony L. Spek、Robertus J.M. Klein Gebbink、Gerard van Koten

  DOI：10.1016/j.jorganchem.2005.09.009

  日期：2006.1

  The synthesis of the first series of 4-mono and 3,5-bis(dimethylamino)methyl-functionalized triarylphosphanes of the general formula PPh3-nArn (Ar = 1-C6H3(CH2NMe2)(2)-3,5 (NC(H)N), n = 1 (ligand 2) or n = 3 (ligand 4); Ar = 1 -C6H4(CH2NMe2)-4 (NC(H)), n = 3 (ligand 7)) is described. These phosphanes were used for the construction of complexes of the form [AuCl(P)] and [PtCl2(P)(2)]. In these complexes selective coordination of phosphorus to the metal ion is observed. The P-31 NMR data show the formation of cis-Pt complexes, even in the case of triarylphosphane 4, which features a tris3,5-bis(dimethylamino)methyl} substitution pattern. The structure of the gold complex of mono-3,5-functionalized triarylphosphane 2 in the solid state shows a striking resemblance to the structure of the corresponding complex [AuCl(PPh3)]. The solid-state structure of the AuCl complex of tris-4-functionalized ligand 7 differs from that of [AuCl(PPh3)] in the sign of the torsion angles. The amine functionalities in this class of gold compounds could be reacted selectively with either acid (HCl, H3PO4) to generate ammonium salts or with an alkylating agent (benzyl bromide) to afford benzyl ammonium salts, without the violation of the Au-P bond. (c) 2005 Elsevier B.V. All rights reserved.