N-t-Butyl-2-(diphenylphosphino) benzylamine | 153358-07-7

• 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-t-Butyl-2-(diphenylphosphino) benzylamine
• 英文别名: N-t-butyl-2-(diphenylphosphino)benzylamine；2-Ph2PC6H4CH2NHt-Bu；2-Ph2PC6H4CH2NH-t-Bu；N-[(2-diphenylphosphanylphenyl)methyl]-2-methylpropan-2-amine
• CAS: 153358-07-7
• 化学式: C₂₃H₂₆NP
• 分子量: 347.44
• InChiKey: MUBOOYPUAHVBJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 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：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 N-t-Butyl-2-(diphenylphosphino) benzylamine 以 四氢呋喃 为溶剂， 以71%的产率得到[(η6-p-cymene)RuCl2(κ1(P)-2-Ph2PC6H4CH2NH-t-Bu)]
  参考文献：
  名称：

  包含氨基膦配体的芳烃-钌（II）配合物作为腈水合反应的催化剂

  摘要：

  三种不同的一系列新的单核芳烃-钌的含氨基的膦配体，（II）配合物，即，将[RuCl 2 {κ 1（P）-2-PH 2 PC 6 H ^ 4 CH 2 NHR}（η 6 -arene）] ，将[RuCl 2 {κ 1（P）-3-PH 2 PC 6 H ^ 4 CH 2 NHR}（η 6 -arene）]，以及将[RuCl 2 {κ 1（P）-4-PH 2 PC 6 H ^ 4 CH 2 NHR}（η6-芳烃）]（已合成芳烃= C 6 H 6，对-异丙基，1,3,5-C 6 H 3 Me 3，C 6 Me 6 ; R = i Pr，t Bu;所有组合）并具有充分的特征。这些容易获得的物质是在挑战性的反应条件下将有机腈选择性水合为酰胺的有效催化剂，即在没有任何助催化剂的情况下，纯水介质比其相应的非官能化三苯基膦对应物[RuCl 2（PPh 3）]具有更高的活性。η 6-arene）]。在这项研究

  DOI：

  10.1021/om1006227
• 作为产物：
  描述：

  N-(2'-diphenylphosphinobenzylidene)-tert-butylamine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.75h， 生成 N-t-Butyl-2-(diphenylphosphino) benzylamine
  参考文献：
  名称：

  包含氨基膦配体的芳烃-钌（II）配合物作为腈水合反应的催化剂

  摘要：

  三种不同的一系列新的单核芳烃-钌的含氨基的膦配体，（II）配合物，即，将[RuCl 2 {κ 1（P）-2-PH 2 PC 6 H ^ 4 CH 2 NHR}（η 6 -arene）] ，将[RuCl 2 {κ 1（P）-3-PH 2 PC 6 H ^ 4 CH 2 NHR}（η 6 -arene）]，以及将[RuCl 2 {κ 1（P）-4-PH 2 PC 6 H ^ 4 CH 2 NHR}（η6-芳烃）]（已合成芳烃= C 6 H 6，对-异丙基，1,3,5-C 6 H 3 Me 3，C 6 Me 6 ; R = i Pr，t Bu;所有组合）并具有充分的特征。这些容易获得的物质是在挑战性的反应条件下将有机腈选择性水合为酰胺的有效催化剂，即在没有任何助催化剂的情况下，纯水介质比其相应的非官能化三苯基膦对应物[RuCl 2（PPh 3）]具有更高的活性。η 6-arene）]。在这项研究

  DOI：

  10.1021/om1006227

文献信息

• Five- and Six-Coordinate Ruthenium(II) Complexes Containing 2-Ph₂PC₆H₄CHN^tBu and 2-Ph₂PC₆H₄CH₂NH^tBu as Chelate Ligands:  Synthesis, Characterization, and Catalytic Activity in Transfer Hydrogenation of Ketones
  作者：Pascale Crochet、José Gimeno、Santiago García-Granda、Javier Borge

  DOI：10.1021/om010443r

  日期：2001.10.1

  determined by X-ray diffraction. Compound 2a, containing two labile DMSO ligands, has been used as a precursor to synthesize the derivatives [RuCl2(κ2-P,N-2-Ph2PC6H4CHNtBu)L] [L = PPh3 (1a); PPh2Me (3a); PMe2Ph (4a)]. Complexes 1a, 2a, 5b, and 6b are active in catalytic transfer hydrogenation of aryl−alkyl and dialkyl ketones in propan-2-ol. The five-coordinate complexes 1a, 5b, and 6b show higher catalytic

  含亚氨基和氨基膦的五和六配位钌（II）配合物已通过配体交换过程制备。因此，反应将[RuCl 2（PPH 3）3 ]和将[RuCl 2（DMSO）4 ] 2-PH 2 PC 6 H ^ 4 CH Ñ吨卜（一）导致将[RuCl 2（κ 2- P，Ñ -2-PH 2 PC 6 H ^ 4 CH Ñ吨卜）（PPH 3）]（1A）和反式-将[RuCl 2（κ 2- P，Ñ -2-PH 2 PC 6 H ^ 4 CH Ñ吨卜）（DMSO）2 ]（图2a），分别。类似地，与2-PH反应2 PC 6 H ^ 4 CH 2 NH吨BU（b）得到的复合物将[RuCl 2（κ 2- P，Ñ -2-PH 2 PC 6 H ^ 4 CH 2 NH吨卜）（PPH 3）]（图5b）和将[RuCl 2（κ 2- P，Ñ -2-PH 2 PC 6 H ^ 4 CH 2 NH吨卜）（DMSO）]（图6b以良好的收率）。1a和
• Nikitidis, Antonios; Andersson, Carlaxel, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 78, # 1-4, p. 141 - 152
  作者：Nikitidis, Antonios、Andersson, Carlaxel

  DOI：——

  日期：——
• The influence of metal coordination on ligand geometry: the structure of N-t-butyl-2-(diphenylphosphino)benzylammoniumchloride and (N-t-butyl-2-(diphenylphosphino)benzylamine)diacetatepalladium(II)
  作者：Maria H. Johansson、Carlaxel Andersson、Åke Oskarsson

  DOI：10.1016/s0022-2860(01)00958-9

  日期：2002.5

  The structures of N-t-butyl-2-(diphenylphosphino)benzylammoniumchloride and N-t-butyl-2-(diphenylphosphino)benzylaminediacetatepalladium(II) have been determined by X-ray crystallography. The Pd-complex was prepared by treating palladiumdiacetate with N-t-butyl-2-(diphenylphosphino)benzylamine in CH2Cl2 for 4 h at room temperature.The organic compound crystallises in the monoclinic space group P2(1)/c with cell dimensions a = 13.664(3), b = 15.635(3), c = 10.408(2) Angstrom, beta = 100.14(3)degrees, V = 2188.7(8) Angstrom(3) and Z = 4, synchrotron radiation, lambda = 0.9836 Angstrom. The Pd-compound crystallises in the orthorhombic space group Pna2(1) with cell dimensions a = 15.444(3), b = 13.233(3), c = 12.730(3) Angstrom, V = 2601.6(9) Angstrom(3) and Z = 4, Mo Kalpha radiation. Both structures were solved by direct methods and the refinements resulted in the R-values 0.080 and 0.037, respectively.N-t-butyl-2-(diphenylphosphino)benzylammoniumchloride has an extensive hydrogen bonding with two bridging Cl- between the ammonium groups from two different organic ligands.The bi-dentate ligand binds to palladium(II) via both phosphorus and nitrogen, while two acetate bind via one of their oxygens forming a pseudo square-planar coordination around palladium. The Pd-N distance is 2.075(3) Angstrom, Pd-P = 2.2133(9) Angstrom and the Pd-O distances are 2.041(3) Angstrom (trans to N) and 2.092(2) Angstrom (trans to P).Half-normal probability plot analysis indicates that the s.u,.'s are underestimated in at least one of the investigated structures. Complexation with palladium influences torsion-angles in the amine side-chain in N-t-butyl-2-(diphenylphosphino)benzylamine as well as bond-angles around the N and P atoms, clearly a consequence of the formation of the chelate, while the crystal packing influences the orientation of the phenyl rings. (C) 2002 Elsevier Science B.V. All rights reserved.