N-(4-bromobenzyl)-P,P-diphenylphosphinic amide | 1224953-89-2

• 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-(4-bromobenzyl)-P,P-diphenylphosphinic amide
• 英文别名: N-(4-bromobenzyl)-P,P-diphenyl phosphinamide；N-(4-bromobenzyl)-P,P-diphenyl-phosphinamide
• CAS: 1224953-89-2
• 化学式: C₁₉H₁₇BrNOP
• 分子量: 386.228
• InChiKey: FIINSWVHPROSEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  Diphenyl-phosphinamid 在 carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II) 、 双氧水 、 potassium hydroxide 作用下， 以 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 17.5h， 生成 N-(4-bromobenzyl)-P,P-diphenylphosphinic amide
  参考文献：
  名称：

  通过转移氢化使次膦（硫）酰胺与醇进行N-烷基化的实用方法。

  摘要：

  该手稿描述了通过转移氢化从伯或仲醇和伯次膦酰胺（R 1 R 2 P = ONH 2）亲核试剂制备N-烷基次膦酰胺的模块化方法。该转化通常以优异的收率进行，使用方便获得的试剂，并且产生水作为唯一的副产物。

  DOI：

  10.1016/j.tet.2019.04.029

文献信息

• Iridium Supported on Phosphorus‐Doped Porous Organic Polymers: Active and Recyclable Catalyst for Acceptorless Dehydrogenation and Borrowing Hydrogen Reaction
  作者：Wei Yao、Zheng‐Chao Duan、Yilin Zhang、Xinxin Sang、Xiao‐Feng Xia、Dawei Wang

  DOI：10.1002/adsc.201900929

  日期：2019.12.17

  catalyst, which was thoroughly characterized by means of EDS, SEM, TEM, XRD, XPS, and FT‐IR, revealed excellent catalytic activity for the reaction of diphenyl phosphinamide with benzyl alcohols through borrowing hydrogen strategy and acceptorless dehydrogenation with wide functional group tolerance. Moreover, this POP−Ir catalyst could be simply recovered and reused for at least five times without a significant

  铱掺杂磷的多孔有机聚合物（POP-Ir）是通过将简单的铱通过配位键固定在多孔有机聚合物的骨架上而开发的。该POP-Ir催化剂通过EDS，SEM，TEM，XRD，XPS和FT-IR进行了彻底表征，通过借用氢策略和无受体的广泛脱氢反应，显示出对二苯基膦酰胺与苄醇反应的出色催化活性。功能组耐受性。此外，这种POP-Ir催化剂可以简单地回收和再利用至少五次，而不会显着降低活性，并显示出可观的应用前景。对该机制进行了研究，以进一步了解该POP-Ir催化体系和转化。全面的，
• Cobalt-catalyzed oxidative arylmethylation of phosphorylamides
  作者：Jing Xiao、Ping Li、Yingjun Zhang、Dexun Xie、Zhihong Peng、Delie An、Wanrong Dong

  DOI：10.1016/j.tet.2018.07.006

  日期：2018.8

  A cobalt-catalyzed strategy for N-arylmethylation of phosphorylamides was herein achieved with the assistance of azodiisobutyronitrile as the radical initiator and di-tert-butyl peroxide as the oxidant. Both methylarenes and diaryl methanes were compatible under the oxidative conditions, expressing broad substrate scope (51 examples) and high efficiency (up to 87% yield).

  对于A钴催化的策略Ñ phosphorylamides的-arylmethylation被本文偶氮二异丁腈的协助下作为自由基引发剂和二-实现叔丁基过氧化物作为氧化剂。甲基芳烃和二芳基甲烷在氧化条件下均相容，表现出广泛的底物范围（51个实例）和高效率（产率高达87％）。
• Copper-Catalyzed (Di)Arylmethylation of Phosphorylamides Under Oxidative Conditions
  作者：Zijian Zhao、Xiaobo Liu、Anguo Hou、Yan Lian

  DOI：10.1002/ejoc.201801194

  日期：2018.12.31

  A CuI‐catalyzed phosphorylamidation of benzylic C–H bonds was demonstrated. Both methylarenes and diaryl methanes were compatible in the system with broad functional groups tolerance and good efficiency (51 examples, up to 92 % yields).

  证明了Cu I催化的苄基CH键的磷酸化作用。甲基芳烃和二芳基甲烷在系统中均兼容，具有宽泛的官能团耐受性和良好的效率（51个实例，收率高达92％）。
• Synthesis of Phosphinic Amides from Chlorophosphines and Hydroxyl Amines via P(III) to P(V) Rearrangement
  作者：Fang Cheng、Dongqiu Li、Jing Li、Yuhai Tang、Yong Wu、Silong Xu

  DOI：10.1021/acs.orglett.3c00229

  日期：——

  we devised a phosphorus-containing species as a radical precursor, but without the generation of phosphorus waste. Accordingly, a catalyst-free synthesis of phosphinic amides from hydroxyl amines and chlorophosphines via P(III) to P(V) rearrangement is described. Mechanistically, it may involve the initial formation of a R2N–O–PR2 species that undergoes homolysis of N–O bonds and subsequent radical

  膦酰基是产生新自由基的重要介质，但通常会产生化学计量的氧化膦/硫化物废物。在此，我们设计了一种含磷物质作为自由基前体，但不会产生磷废物。因此，描述了通过 P(III) 到 P(V) 重排从羟基胺和氯膦无催化剂合成次膦酰胺。从机理上讲，它可能涉及 R 2 N–O–PR 2物种的初始形成，该物种经历 N–O 键的均裂和随后的自由基重组。
• Reaction prospecting by 31P NMR: enantioselective rhodium-DuPhos catalysed addition of ZnMe2 to diphenylphosphinoylimines
  作者：Rosemary H. Crampton、Samir El Hajjaji、Martin E. Fox、Simon Woodward

  DOI：10.1016/j.tetasy.2009.09.020

  日期：2009.11

  Chiral shift P-31 NMR spectroscopy allows the identification of ligand leads in asymmetric catalyst systems for ZnMe2 addition to ArCH=NP(C)Ph-2. Subsequent GC-based optimisation shows [RhC](CH2=CH2)(2)](2) and (RR)-MeDuPhos to be the optimal pre-catalyst combination (product in 78-93% ee). Transmetallation of [(MeDuPhos)RhN(P(O)Ph-2-CHMeAr}] with ZnMe2 appears to be the rate limiting step of the catalytic cycle as competing coordination by the imine starting material leads to Ph2P(O)NHCH2Ar via MVP hydrogen-transfer. This limitation can largely be overcome by the slow addition of the imine. (C) 2009 Elsevier Ltd. All rights reserved.