N-phenyl methyldiphenyl-λ⁵-phosphazene | 57901-20-9

• 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-phenyl methyldiphenyl-λ⁵-phosphazene
• 英文别名: methyldiphenylphosphine N-phenylimide；Ph2MeP=NPh；Diphenyl-methylphosphin-N-phenylimid；Methyl(diphenyl)(phenylimino)-lambda~5~-phosphane；methyl-diphenyl-phenylimino-λ5-phosphane
• CAS: 57901-20-9
• 化学式: C₁₉H₁₈NP
• 分子量: 291.332
• InChiKey: IMMBFMIQQLKIJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-phenyl methyldiphenyl-λ⁵-phosphazene 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以78%的产率得到二苯基甲氧基膦
  参考文献：
  名称：

  Facile and efficient preparation of the unknown primary β-enaminophosphines. Synthesis of the first 1,3,4-diaza-λ5-phosphinines.

  摘要：

  DOI：

  10.1016/s0040-4039(00)96232-4
• 作为产物：
  描述：

  叠氮苯 、 二苯基甲氧基膦 以 二氯甲烷 为溶剂， 反应 4.0h， 以100%的产率得到N-phenyl methyldiphenyl-λ⁵-phosphazene
  参考文献：
  名称：

  前手性亚氨基正膦和磷酰化物衍生的原钯配合物的合成与结构

  摘要：

  亚氨基磷烷Ph 2 MePNPh（1）与Pd（OAc）2反应，得到原钯[Pd（μ-Cl）{C 6 H 4（PPh（Me）NPh-κ-C，N）-2}] 2（2）为外消旋混合物，与Tl（acac）反应生成[Pd（acac）{C 6 H 4（PPh（Me）NPh-κ-C，N）-2}]（3）。（3）的X射线结构已经通过衍射法确定。磷叶立德Ph 2 MePCHC（O）Ph（5）与Pd（OAc）2反应生成双核[Pd（μ-Cl）{C 6 H 4（PPh（Me）CHC（O）Ph-κ-C ，C）-2}]2（6）为异构体的混合物。配合物（6）与Tl（acac），PPh 3或AgClO 4 / dppe反应，得到单核衍生物[Pd（acac）{C 6 H 4（PPh（Me）CHC（O）Ph-κ-C，C）- 2}]（7），[PdCl {C 6 H 4（PPh（Me）CHC（O）Ph-κ-C，C）-2} PPh 3 ]（8）和[Pd

  DOI：

  10.1016/j.jorganchem.2007.11.012

文献信息

• Synthesis of cyclopentenones and butenolides by reaction of the lithium salt of P,P-diphenyl-P-(alkyl)(N-phenyl)phosphazenes with electrophilic double and triple bonds
  作者：Julia M. Álvarez-Gutiérrez、Fernando López-Ortiz、Santiago García-Granda、Alejandra Rodríguez-González

  DOI：10.1039/b005131o

  日期：——

  Lithium P,P-diphenyl-P-(alkyl)(N-phenyl)phosphazenes act as bidentate reagents towards electrophilic olefins and acetylenes. The reactions with dimethyl acetylenedicarboxylate (DMAD) and dimethyl maleate afford cyclopentenones, while with methyl benzoylpropiolate the products obtained are butenolides with a quaternary carbon atom in position 5 of the heterocycle. The use of less activated substrates (methyl phenylpropiolate, methyl cinnamate, and dimethyl oxalate) allowed the isolation of C-acylated aminoylide or phosphazene derivatives. A reaction mechanism is proposed based on a tandem process involving the regioselective C-acylation of the carbon α to the phosphorus, followed by a cyclisation process promoted by the intramolecular Michael addition of the nitrogen of the PN linkage to an electrophilic double or triple carbon–carbon bond.

  Lithium P,P-二苯基-P-(烷基)(N-苯基)膦氮烯作为双齿试剂与亲电性烯烃和炔烃反应。与己二酸二甲酯（DMAD）和马来酸二甲酯反应生成环戊烯酮，而与甲基苯甲酰丙炔酸酯反应则得到含有四级碳原子在杂环位置5的丁烯内酯。使用活性较低的底物（甲基苯基丙炔酸酯、甲基肉桂酸酯和草酸二甲酯）允许分离出C-酰化氨基氮烯或膦氮烯衍生物。提出了一种反应机理，涉及区域选择性的C-酰化作用，即在磷的α碳上进行，随后通过PN键中氮原子的分子内迈克尔加成促进的环化过程与亲电性双键或三键碳-碳键反应。
• Functionalized Phosphine Imides. Diastereoselective Synthesis of β-Hydroxyphosphorylated Derivatives
  作者：José Barluenga、Fernando López、Francisco Palacios

  DOI：10.1055/s-1988-27641

  日期：——

  The diastereoselective synthesis, of 2-hydroxyalkyldiphenylphosphine phenylimides 2 and oxides 3 by reaction of α-metallated phosphine imides with aldehydes is described. When dimethylformamide or dimethyl disulfide were used as electrophiles, functionalized phosphine imides 4 or 6 were obtained, respectively.

  本文介绍了通过δ-金属化膦酰亚胺与醛反应，非对映选择性合成 2-羟基烷基二苯基膦苯基亚胺 2 和氧化物 3 的方法。 当使用二甲基甲酰胺或二甲基二硫作为亲电体时，可分别得到官能化的膦酰亚胺 4 或 6。
• A simple synthesis of 3H-λ⁵-phosphole derivatives from alkyldiphenylphosphine imines and dimethyl acetylenedicarboxylate
  作者：José Barluenga、Fernando López、Francisco Palacios

  DOI：10.1039/c39860001574

  日期：——

  3H-λ5-Phospholes were synthesized by reaction of alkyldiphenylphosphine imines (1) with dimethyl acetylenedicarboxylate and subsequent treatment of the adduct (2) with potassium hydride.

  3 ħ -λ 5个-Phospholes通过alkyldiphenylphosphine亚胺（的反应，合成1）与加合物（的乙炔二和随后的处理2）用氢化钾。
• Diastereofacial Selectivity in the Reaction of (<i>C</i>-1)-Metalated Alkyldiphenylphosphine Imides with Schiff Bases
  作者：José Barluenga、Fernando López、Francisco Palacios

  DOI：10.1055/s-1989-27230

  日期：——

  erythro-2-Anilinoalkyldiphenyphosphine phenylimides are obtained by reaction of (C-1)-metalated alkyldiphenylphosphine imides with aldimines in a diastereoselective fashion. Reaction of the products with carbon dioxide or with lithium aluminum hydride leads to 2-anilinoalkyldiphenylphosphine oxides or 2-anilinoalkyldiphenylphosphines, respectively.

  erythro-2-Anilinoalkyldiphenyphosphine phenylimides are obtained by reaction of (C-1)-metalated alkyldiphenylphosphine imides with aldimines in a diastereoselective fashion. Reaction of the products with carbon dioxide or with lithium aluminum hydride leads to 2-anilinoalkyldiphenylphosphine oxides or 2-anilinoalkyldiphenylphosphines, respectively.
• Barluenga, Jose; Lopez, Fernando; Palacios, Francisco, Journal of Chemical Research, Miniprint, 1985, # 7, p. 2541 - 2561
  作者：Barluenga, Jose、Lopez, Fernando、Palacios, Francisco

  DOI：——

  日期：——