N,N′-(cyclohexane-1,2-diyl)bis(P,P-diphenylphosphinic amide)

• 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,N′-(cyclohexane-1,2-diyl)bis(P,P-diphenylphosphinic amide)
• 英文别名: (1R,2R)-1-N,2-N-bis(diphenylphosphoryl)cyclohexane-1,2-diamine
• 化学式: C₃₀H₃₂N₂O₂P₂
• 分子量: 514.544
• InChiKey: XHYYYUQTWCDAMU-LOYHVIPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  四(二甲氨基)锆 、 N,N′-(cyclohexane-1,2-diyl)bis(P,P-diphenylphosphinic amide) 以 氘代甲苯 为溶剂， 生成
  参考文献：
  名称：

  用于不对称分子内烯烃加氢胺化的锆双（酰胺）催化剂。

  摘要：

  二次膦酰胺和 Zr(NMe(2))(4) 的原位组合导致手性锆双（酰胺）配合物的形成。该配合物是分子内不对称烯烃加氢胺化的有效催化剂，提供高达 80% ee 和高产率的哌啶和吡咯烷。该系统使用廉价的锆预催化剂和易于制备的配体，是第一种基于中性锆双（酰氨基）配合物的不对称烯烃加氢胺化催化剂。

  DOI：

  10.1021/om0606791
• 作为产物：
  描述：

  二苯基次膦酰氯 、 (1R,2R)-1,2-diaminocyclohexane 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以90%的产率得到N,N′-(cyclohexane-1,2-diyl)bis(P,P-diphenylphosphinic amide)
  参考文献：
  名称：

  C2-Symmetric diphenylphosphoramide and diphenylthiophosphoramide derived from (1R,2R)-1,2-diaminocyclohexane as ligands for the titanium(IV) alkoxide-promoted addition of diethylzinc to aldehydes

  摘要：

  Chiral C-2-symmetric diphenylphosphoramide 4 and diphenylthiophosphoramide 5 were prepared from the reaction of diphenylphosphinic chloride and diphenylthiophosphinic chloride with (1R,2R)-(-)-1,2-diaminocyclohexane in the presence of diisopropylethylamine in high yields. They were used as chiral ligands in the catalytic asymmetric addition reaction of diethylzinc to aldehydes in the presence of titanium(IV) isopropoxide to give the corresponding sec-alcohols in 70-83% ee with an (R)-configuration and in 40-50% ee with an (S)-configuration, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00348-1

文献信息

• Synthesis, crystal structure and biological evaluation of new phosphoramide derivatives as urease inhibitors using docking, QSAR and kinetic studies
  作者：Khodayar Gholivand、Mahsa Pooyan、Fahimeh Mohammadpanah、Foroogh Pirastefar、Peter C. Junk、Jun Wang、Ali Asghar Ebrahimi Valmoozi、Ahmad Mani-Varnosfaderani

  DOI：10.1016/j.bioorg.2019.01.064

  日期：2019.5

  quantitative structure-activity relationship (QSAR) analysis also revealed that the interaction between the enzyme and inhibitor is significantly influenced by aromatic rings and PO functional groups. Collectively, the data obtained from experimental and theoretical studies indicated that these compounds can be developed as appropriate candidates for urease inhibitors in this field.

  为了获得一种新型的具有高效力和对尿素酶水解过程具有抗性的磷酰胺抑制剂，我们合成了一系列双磷酰胺衍生物（01-43），并通过各种光谱技术对其进行了表征。使用X射线晶体学研究化合物22和26的晶体结构。评价了化合物对波士豆脲酶的抑制活性，并将其与单磷酰胺衍生物和其他已知的标准抑制剂进行了比较。与单磷酰胺，硫脲和乙酰氧肟酸相比，含芳香胺及其取代衍生物的化合物在IC50 = 3.4-1.91×10-10 nM的范围内表现出非常高的抑制活性。还发现具有PO官能团的衍生物具有比具有PS官能团的衍生物更高的抗脲酶活性。进行了动力学和对接研究，以研究表明这些化合物遵循混合型机理的结合机理，并且由于其扩展的结构，可以覆盖酶的整个结合口袋，从而减少了酶-底物复合物的形成。定量构效关系（QSAR）分析还表明，酶与抑制剂之间的相互作用受芳香环和PO官能团的影响很大。集体地，从实验和理论研究获得的数据表明，这些化合
• Primary Amination of Ar₂P(O)–H with (NH₄)₂CO₃ as an Ammonia Source under Simple and Mild Conditions and Its Extension to the Construction of Various P–N or P–O Bonds
  作者：Yushi Tan、Ya-Ping Han、Yuecheng Zhang、Hong-Yu Zhang、Jiquan Zhao、Shang-Dong Yang

  DOI：10.1021/acs.joc.1c02933

  日期：2022.3.4

  reagents with stable and readily available ammonium carbonate as an ammonia source is disclosed herein for the first time. This ethyl bromoacetate-mediated primary amination proceeds smoothly under mild and simple conditions, without any metal catalyst or oxidant. Moreover, this method is also appropriate for the reaction of Ar2P(O)–H with a variety of amines, alcohols, and phenols to construct P–N or P–O

  本文首次公开了一种简便有效的方法，用于从 Ar 2 P(O)-H 试剂与稳定且易于获得的碳酸铵作为氨源合成伯膦酰胺。这种溴乙酸乙酯介导的伯胺化在温和简单的条件下顺利进行，无需任何金属催化剂或氧化剂。此外，该方法还适用于Ar 2 P(O)-H与多种胺类、醇类和酚类反应构建P-N或P-O键，操作方便，官能团耐受性好。 ，和广泛的底物范围。
• A Series of <i>Bis</i>(phosphinic)diamido Yttrium Complexes As Initiators for Lactide Polymerization
  作者：Rachel H. Platel、Andrew J. P. White、Charlotte K. Williams

  DOI：10.1021/ic800419t

  日期：2008.8.4

  series of new bis(phosphinic)diamido yttrium complexes have been synthesized and fully characterized. The complexes adopt dimeric structures, both in solution and in the solid state, where one phosphinic group bonds to one yttrium center and the other bonds to two yttrium centers. The complexes have all been tested as initiators for the ring-opening polymerization of lactide; they are all highly active.

  合成了一系列新的双（次膦）二酰胺基钇配合物，并对其进行了充分表征。络合物在溶液和固态下均采用二聚体结构，其中一个次膦基与一个钇中心键合，另一个与两个钇中心键合。所有的配合物都已作为丙交酯开环聚合反应的引发剂进行了测试。他们都非常活跃。聚合速率由二胺骨架取代基控制，速率取决于骨架的柔性。降低速率的顺序为2，2-二甲基-1，3-丙烯＞反式1，2-环亚己基＞ 1，2-乙烯＞ 1，2-亚苯基。在大多数情况下，聚合动力学显示出一个引发期，在此期间百分转化率和聚合速率远低于繁殖期间。这归因于庞大的酰胺基团的引发较慢。使用（31）P （1）H} NMR光谱探测引发剂结构，这表明在整个聚合过程中保持二聚体结构。引发剂引起受控的开环聚合，如百分转化率和数均分子量之间的线性关系所示。
• ——
  作者：Min Shi、Yoshihisa Inoue

  DOI：10.1071/ch01020

  日期：——

  The optically active C-2-symmetric phosphoramides (2) and (3) were employed as chiral sensitizers for the geometrical photoisomerization of (Z)-cyclooctene (1Z) in pentane at varying temperatures. At low temperature (-56 degreesC), the achieved enantiomeric excesses (e.e.) for (1Z) are 20 and 28%, respectively.
• C2-Symmetric diphenylphosphoramide and diphenylthiophosphoramide derived from (1R,2R)-1,2-diaminocyclohexane as ligands for the titanium(IV) alkoxide-promoted addition of diethylzinc to aldehydes
  作者：Min Shi、Wen-Sheng Sui

  DOI：10.1016/s0957-4166(99)00348-1

  日期：1999.8

  Chiral C-2-symmetric diphenylphosphoramide 4 and diphenylthiophosphoramide 5 were prepared from the reaction of diphenylphosphinic chloride and diphenylthiophosphinic chloride with (1R,2R)-(-)-1,2-diaminocyclohexane in the presence of diisopropylethylamine in high yields. They were used as chiral ligands in the catalytic asymmetric addition reaction of diethylzinc to aldehydes in the presence of titanium(IV) isopropoxide to give the corresponding sec-alcohols in 70-83% ee with an (R)-configuration and in 40-50% ee with an (S)-configuration, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.