tetrachlorobenzo<1,3,2>dioxaphosphol-2-yl-dimethylamine | 320747-63-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: tetrachlorobenzo<1,3,2>dioxaphosphol-2-yl-dimethylamine
• 英文别名: 4,5,6,7-tetrachloro-N,N-dimethyl-1,3,2-benzodioxaphosphol-2-amine
• CAS: 320747-63-5
• 化学式: C₈H₆Cl₄NO₂P
• 分子量: 320.927
• InChiKey: KVWQTKWLKQMPKU-UHFFFAOYSA-N

物化性质

• 沸点：
  369.4±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tetrachlorobenzo<1,3,2>dioxaphosphol-2-yl-dimethylamine 、 (R)-1,1'-Bi-2-naphthol 在 邻四氯苯醌 作用下， 以 二氯甲烷 为溶剂， 以824 mg的产率得到[Me2NH2][Δ-BINPHAT]
  参考文献：
  名称：

  Configurational Ordering of Cationic Chiral Dyes Using a Novel C₂-Symmetric Hexacoordinated Phosphate Anion

  摘要：

  [GRAPHICS]C-2-Symmetry hexacoordinated phosphorus BINPHAT anion-of configuration controlled by a BINOL ligand-can be prepared readily in a one pot process and behaves as an efficient NMR chiral shift agent and chiral inducer onto monomethinium dyes (CD, H-1 NMR).

  DOI：

  10.1021/ol006731l
• 作为产物：
  描述：

  四氯邻苯二酚 、 三(二甲胺基)膦 在 氯化铵 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以95%的产率得到tetrachlorobenzo<1,3,2>dioxaphosphol-2-yl-dimethylamine
  参考文献：
  名称：

  Configurational Ordering of Cationic Chiral Dyes Using a Novel C₂-Symmetric Hexacoordinated Phosphate Anion

  摘要：

  [GRAPHICS]C-2-Symmetry hexacoordinated phosphorus BINPHAT anion-of configuration controlled by a BINOL ligand-can be prepared readily in a one pot process and behaves as an efficient NMR chiral shift agent and chiral inducer onto monomethinium dyes (CD, H-1 NMR).

  DOI：

  10.1021/ol006731l

文献信息

• Diastereoselective synthesis of C2-symmetric hexacoordinated phosphate anions (HYPHATs) with predetermined chirality from 1,2-diaryl-ethane-1,2-diols
  作者：Jérôme Lacour、Anne Londez

  DOI：10.1016/s0022-328x(01)01251-7

  日期：2002.2

  C-symmetric HYPHAT anion (5) made of a central phosphorus(V) atom. one hydrobenzoin and two tetracholorocatechol ligands can be simply prepared in high yield as its dimethylammonium salt using a one pot-process and simple commercially available or easily prepared starting materials. The presence of the chiral hydrobenzoin ligands (e.g. R,R) leads to the formation of diastereomeric anions (Delta.R.R/A.R.R). A partial control over the configuration of the adduct by the chiral ligands is observed (diastereomeric ratio (d.r.) 75:25 in 5% DMSO-CHCl3). This asymmetric induction can be improved (d.r. up to 90:10) by the introduction of ortho bromo substituents on the phenyl rings of the 1,2-diaryl-ethane-1,2-diol ligands. (C) 2002 Elsevier Science B,V. All rights reserved.
• Diversity Oriented Synthesis of Chiral Hexacoordinated Phosphate Anions
  作者：Jérôme Lacour、Samuel Constant、Virginie Hebbe

  DOI：10.1002/1099-0690(200211)2002:21<3580::aid-ejoc3580>3.0.co;2-a

  日期：2002.11

  Novel hexacoordinated phosphate anions consisting of a central phosphorus(v) atom and at least one tetrachloropyrocatechol ligand can be simply prepared in modest to decent yields (37-71%) as their dimethylammonium salts following a one-pot process and with simple, usually commercially available, starting materials. A variety of symmetrical diones (alpha-diketones or ortho-quinones) can be used in this protocol and the structurally-diverse products are chemically stable when two tetrachloropyrocatechol ligands surround the P atom.
• Configurational Ordering of Cationic Chiral Dyes Using a Novel <i>C</i>₂-Symmetric Hexacoordinated Phosphate Anion
  作者：Jérôme Lacour、Anne Londez、Catherine Goujon-Ginglinger、Volker Buss、Gérald Bernardinelli

  DOI：10.1021/ol006731l

  日期：2000.12.1

  [GRAPHICS]C-2-Symmetry hexacoordinated phosphorus BINPHAT anion-of configuration controlled by a BINOL ligand-can be prepared readily in a one pot process and behaves as an efficient NMR chiral shift agent and chiral inducer onto monomethinium dyes (CD, H-1 NMR).