Dicyclohexyl-(2,5-dimethyl-1,3-benzazaphosphol-1-yl)phosphane | 1203790-88-8

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: Dicyclohexyl-(2,5-dimethyl-1,3-benzazaphosphol-1-yl)phosphane
• 英文别名: dicyclohexyl-(2,5-dimethyl-1,3-benzazaphosphol-1-yl)phosphane
• CAS: 1203790-88-8
• 化学式: C₂₁H₃₁NP₂
• 分子量: 359.431
• InChiKey: AWADXMCHHAIYGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  lithium 2,5-dimethyl-1,3-benzazaphospholide 、 二环己基氯化膦 生成 Dicyclohexyl-(2,5-dimethyl-1,3-benzazaphosphol-1-yl)phosphane
  参考文献：
  名称：

  Ambident Reactivity of P˭CH‒N‒Heterocycles: Lithiation and Substitution Sites

  摘要：

  Benzofused 1H-1,3-azaphospholes are lithiated at the N-atom by tBuLi but phosphinylation takes place at either the N- or the P-atom. Smaller chlorophosphines react at nitrogen, bulkier react at phosphorus. Substituents at C2 promote the latter mode. N- Substituted 2H-1,3-benzazaphospholes undergo CH-metalation or addition at the P=C bond, depending on the conditions, and allow access to 2-functionally substituted benzazaphospholes or their 2,3-dihydro derivatives, new sigma P-2,X or sigma P-3,X hybrid ligands (X=O,P).

  DOI：

  10.1080/10426507.2010.514486

文献信息

• Ambident PCN Heterocycles: N- and P-Phosphanylation of Lithium 1,3-Benzazaphospholides
  作者：Bhaskar���R. Aluri、Sebastian Burck、Dietrich Gudat、Mark Niemeyer、Oldamur Holloczki、Laszlo Nyulaszi、Peter���G. Jones、Joachim Heinicke

  DOI：10.1002/chem.200901753

  日期：2009.11.16

  Synthetic and structural aspects of the phosphanylation of 1,3‐benzazaphospholides 1Li, ambident benzofused azaphosphacyclopentadienides, are presented. The unusual properties of phospholyl‐1,3,2‐diazaphospholes inspired us to study the coupling of 1Li with chlorodiazaphospholene 2, which led to the N‐substituted product 3. Reaction of 1Li with chlorodiphenyl‐ and chlorodicyclohexylphosphane likewise

  介绍了1,3-苯并氮杂膦酸酯1 Li的环烷基苯并稠合的azaphosphacyclopentadienides的膦酰化的合成和结构方面。磷酸1,3,2-二氮杂唑的非同寻常的性质激发了我们研究1 Li与氯二氮杂磷腈2的偶合的方法，从而导致了N-取代的产物3的产生。的反应1李与chlorodiphenyl-和chlorodicyclohexylphosphane同样得到Ñ -phosphanylbenzazaphospholes 4和5，而用更笨重二-叔丁基-和二-1- adamantylchlorophosphanes，所述diphosphanes 6和7获得; 在7的情况下，它们被分离为二聚LiCl（THF）加合物。结构信息由单晶X射线衍射和溶液NMR光谱实验提供。2D交换光谱法证实在室温下存在两个氨基膦5的旋转异构体。对6个样品的变温NMR光谱研究显示了两个动力学过程，即环磷的低温反演（ΔH
• Ambident Reactivity of P˭CH‒N‒Heterocycles: Lithiation and Substitution Sites
  作者：Joachim Heinicke、Bhaskar R. Aluri、Basit Niaz、Sebastian Burck、Dietrich Gudat、Mark Niemeyer、Oldamur Holloczki、Laszlo Nyulaszi、Peter G. Jones

  DOI：10.1080/10426507.2010.514486

  日期：2011.3.31

  Benzofused 1H-1,3-azaphospholes are lithiated at the N-atom by tBuLi but phosphinylation takes place at either the N- or the P-atom. Smaller chlorophosphines react at nitrogen, bulkier react at phosphorus. Substituents at C2 promote the latter mode. N- Substituted 2H-1,3-benzazaphospholes undergo CH-metalation or addition at the P=C bond, depending on the conditions, and allow access to 2-functionally substituted benzazaphospholes or their 2,3-dihydro derivatives, new sigma P-2,X or sigma P-3,X hybrid ligands (X=O,P).