Benzenamine, N-[[2-(diphenylphosphino)phenyl]methylene]-4-methoxy- | 212317-51-6

• 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: Benzenamine, N-[[2-(diphenylphosphino)phenyl]methylene]-4-methoxy-
• 英文别名: 1-(2-diphenylphosphanylphenyl)-N-(4-methoxyphenyl)methanimine
• CAS: 212317-51-6
• 化学式: C₂₆H₂₂NOP
• 分子量: 395.441
• InChiKey: IBFUUZLLVDAISF-UHFFFAOYSA-N

物化性质

• 沸点：
  541.7±35.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Benzenamine, N-[[2-(diphenylphosphino)phenyl]methylene]-4-methoxy- 在 甲醇 、 sodium tetrahydroborate 作用下， 反应 0.25h， 以90%的产率得到
  参考文献：
  名称：

  仿生镍铁硫酸盐的合成设计和结构研究。

  摘要：

  描述了几种Ni（μ-SR）2Fe配合物的合成，包括氢化物衍生物，以寻找[NiFe]-加氢酶活性位点的改进模型。镍（II）前体包括（i）具有三脚架配体的镍：Ni（PS3）-和Ni（NS3）-（PS33- =三（苯基-2-硫代甲基）膦，NS33- =三（苄基-2-硫代甲基） ）胺），（ii）传统的二膦二硫酸酯，包括手性二膦R，R-DIPAMP，（iii）阳离子Ni（膦亚胺/胺）络合物和（iv）有机镍前体Ni（邻甲苯基）Cl（tmeda） ）和Ni（C6F5）2。表征了以下新的镍前体配合物：PPh4 [Ni（NS3）]和二聚亚氨基/氨基膦配合物[NiCl2（PCH═NAn）] 2和[NiCl2（PCH2NHAn）] 2（P = Ph2PC6H4-2-） 。铁试剂包括[CpFe（CO）2（thf）] BF4，[Cp * Fe（CO）（MeCN）2] BF4，FeI2（CO）4，FeCl2（diph

  DOI：

  10.1021/acs.inorgchem.8b02991

文献信息

• Synthesis of phosphanaphthalenes and nido-carborane fused six-membered phosphacycles
  作者：Guanyu Tao、Feichao Yang、Lujun Zhang、Yang Li、Zheng Duan、François Mathey

  DOI：10.1016/j.cclet.2020.11.018

  日期：2021.1

  Abstract A simple method to synthesize luminescent λ5-phosphanaphthalenes and zwitterionic nido-carborane fused six-membered phosphacycles was developed from the reaction of ortho-phosphinobenzoaldehydes or ortho-phosphinocarboranylaldehydes with an electron-deficient alkyne, respectively. Similar results were obtained with the imino analogues.

  摘要分别从邻膦基苯甲醛或邻膦基碳戊基醛与缺电子炔烃的反应中，开发了一种合成发光的λ5-膦基萘和两性离子型氨基-卡巴烷稠合的六元膦环的简单方法。亚氨基类似物获得了相似的结果。
• Addition of boranes to iminophosphines: Synthesis and reactivity of a new bulky hydroboration reagent
  作者：Richard J. Burford、Michael J. Geier、Christopher M. Vogels、Andreas Decken、Stephen A. Westcott

  DOI：10.1016/j.jorganchem.2013.02.003

  日期：2013.5

  aminoborane. Hydroboration studies with a new borane (7) showed good selectivity in reactions with 1-octene and vinyl arenes. Reactions of iminophosphines with alkyl and dialkylborane also gave adducts, making reduction of the imine increasingly difficult. Addition of the dialkoxyboranes, catecholborane and pinacolborane, were promising for the less hindered imine, but harsh reaction conditions (metal

  通过添加2-Ph 2 PC（O）H和4-H 2 NC 6 H 4 OMe（L1）和2,6-H 2 NC 6 H 4（i -Pr）2制备了两种空间上不同的亚氨基膦。（L2），并且已经研究了向这些底物中添加硼烷以努力减少亚胺C N键。使用硼烷-二甲基硫与较小的亚胺L1的反应生成由最初配位到磷原子，然后是亚胺氮的加合物。过量的硼烷-二甲基硫醚的加入最终导致亚胺的还原，并生成了一个活跃的H 2 BNRR'单元，进而制得了几种氨基膦产品。位阻亚胺L 2用于延迟所得氨基硼烷中的反应性。使用新的硼烷进行硼氢化研究（7）在与1-辛烯和乙烯基芳烃的反应中显示出良好的选择性。亚氨基膦与烷基和二烷基硼烷的反应也产生加合物，使得亚胺的还原越来越困难。对于较少受阻的亚胺，加入二烷氧基硼烷，儿茶酚硼烷和频哪醇硼烷是有希望的，但是减少空间受阻的亚胺需要苛刻的反应条件（金属催化剂，微波反应器以及升高的温度和压力），从而导致复杂的产品分布。
• Imine-Centered Reactions in Imino-Phosphine Complexes of Iron Carbonyls
  作者：Wan-Yi Chu、Casseday P. Richers、Elizabeth R. Kahle、Thomas B. Rauchfuss、Federica Arrigoni、Giuseppe Zampella

  DOI：10.1021/acs.organomet.6b00318

  日期：2016.9.12

  Fundamental reactions of imino-phosphine ligands were elucidated through studies on Ph2PC6H4CH=NC6H4-4-Cl (PCHNArCl) complexes of iron(0), iron(I), and iron(II). The reaction of PCHNArCl with Fe(bda)(CO)(3) gives Fe(PCHNArCl)(CO)(3) (1), featuring an eta(2)-imine. DNMR studies, its optical properties, and DFT calculations suggest that 1 racemizes on the NMR time scale via an achiral N-bonded imine intermediate. The N-imine isomer is more stable in Fe(PCHNArOMe)(CO)(3) (1(OMe)), which crystallized despite being the minor isomer in solution. Protonation of 1 by HBF4Et2O gave the iminium complex [1H]BF4. The related diphosphine complex Fe(PCHNArCl)(PMe3)(CO)(2) (2), which features an eta(2)-imine, was shown to also undergo N protonation. Oxidation of 1 and 2 with FcBF(4) gave the Fe(I) compounds [1]BF4 and [2]BF4. The oxidation-induced change in hapticity of the imine from eta(2) in [1](0) to kappa(1) in [1](+) was verified crystallographically. Substitution of a CO ligand in 1 with PCHNArCl gave Fe[P-2(NArCl)(2)](CO)(2) (3), which contains the tetradentate diamidodiphosphine ligand. This C-C coupling is reversed by chemical oxidation of 3 with FcOTf. The oxidized product of [Fe(PCHNArCl)(2)(CO)(2)](2+) ([4](2+)) was prepared independently by the reaction of [1](+), PCHNArCl, and Fc(+). The C-C scission is proposed to proceed concomitantly with the reduction of Fe(II) via an intermediate related to [2](+).