2,2,4,4,14,14,16,16-Octachloro-7,11,18,21-tetraoxa-1,3,5,13,17-pentaza-15-azanida-2lambda5,4lambda5,6lambda5,14lambda5,16lambda5-pentaphospha-12-phosphoniatrispiro[5.2.2.512.29.26]henicosa-1(6),2,4,13,16-pentaene | 133859-89-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环化合物
• 英文名称: 2,2,4,4,14,14,16,16-Octachloro-7,11,18,21-tetraoxa-1,3,5,13,17-pentaza-15-azanida-2lambda5,4lambda5,6lambda5,14lambda5,16lambda5-pentaphospha-12-phosphoniatrispiro[5.2.2.512.29.26]henicosa-1(6),2,4,13,16-pentaene
• 英文别名: 2,2,4,4,14,14,16,16-octachloro-7,11,18,21-tetraoxa-1,3,5,13,17-pentaza-15-azanida-2λ5,4λ5,6λ5,14λ5,16λ5-pentaphospha-12-phosphoniatrispiro[5.2.2.512.29.26]henicosa-1(6),2,4,13,16-pentaene
• CAS: 133859-89-9
• 化学式: C₅H₈Cl₈N₆O₄P₆
• 分子量: 685.623
• InChiKey: UWXVLTGNUAURFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  29
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.7
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,2,4,4,14,14,16,16-Octachloro-7,11,18,21-tetraoxa-1,3,5,13,17-pentaza-15-azanida-2lambda5,4lambda5,6lambda5,14lambda5,16lambda5-pentaphospha-12-phosphoniatrispiro[5.2.2.512.29.26]henicosa-1(6),2,4,13,16-pentaene 、 二甲胺 以 四氢呋喃 为溶剂， 反应 48.0h， 以0.06%的产率得到C₁₃H₃₂Cl₄N₁₀O₄P₆
  参考文献：
  名称：

  螺环桥连环三磷腈的手性构型

  摘要：

  具有两个互锁环的碳环螺旋烷的立体特性已得到公认。尽管已经报道了一些二螺环素的环磷腈类似物，但这些分子没有任何手性中心，因为它们被对称取代。线性四螺环，其中两个内环是碳环和对称的，两个外环是不对称取代的环三磷腈，预计会产生手性分子。我们现在报告三种结构类型的季戊四醇桥连二取代环磷腈的合成和立体合成特性，它们都具有手性中心。

  DOI：

  10.1002/ejoc.200400040
• 作为产物：
  描述：

  季戊四醇 在 吡啶 、 六氯环三磷腈 作用下， 以 乙腈 为溶剂， 以6%的产率得到
  参考文献：
  名称：

  Al-Madfa, Homaid A.; Shaw, Leyla S.; Shaw, Robert A., Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 56, # 1-4, p. 133 - 142

  摘要：

  DOI：

文献信息

• The structural and stereogenic properties of pentaerythritoxy-bridged cyclotriphosphazene derivatives: spiro–spiro, spiro–ansa and ansa–ansa isomers
  作者：Simon J. Coles、David B. Davies、Robert J. Eaton、Michael B. Hursthouse、Adem Kılıç、Robert A. Shaw、Aylin Uslu

  DOI：10.1039/b512854d

  日期：——

  derivatives linked spiro–spiro, spiro–ansa and ansa–ansa. The structures and stereogenic properties of the products were characterised by X-ray crystallography and 31P NMR spectroscopy on addition of the chiral solvating agent, (S)-(+)-2,2,2-trifluoro-1-(9-anthryl)ethanol. Molecules with spiro–spiro and spiro–ansa bridged gem-disubstituted cyclophosphazenes [R = Ph, NHBut or (OCH2CF2CF2CH2O)0.5] are found to

  的反应 季戊四醇 和 六氯环三磷腈，N 3 P 3 Cl 6和宝石二取代的环三磷腈衍生物N 3 P 3 Cl 4 R 2 [R = Ph，NHBu t或（OCH 2 CF 2 CF 2 CH 2 O）0.5 ]得到一系列季戊四醇-桥接衍生工具链接了spiro – spiro，spiro – ansa和ansa – ansa。产品的结构和立体感特性通过X射线晶体学 和 31 P NMR光谱 加入手性溶剂后， （S）-（+）-2,2,2-三氟-1-（9-蒽基）乙醇。发现具有螺–螺和螺– ansa桥联的宝石-二取代的环磷腈[R = Ph，NHBu t或（OCH 2 CF 2 CF 2 CH 2 O）0.5 ]的分子是手性的，并且以队友。具有ansa – ansa桥联环磷腈[R = Cl或（OCH 2 CF 2 CF 2 CH 2 O）0.5 ]的分子首次得到表征，并显示具有内消旋构型。晶体分析结
• New Synthetic Approach to Molecular Rods Using Cyclophosphazene-Based Oligospiranes
  作者：Serap Beşli、Ceylan Mutlu Balcı、Aylin Uslu、Christopher W. Allen

  DOI：10.1021/acs.inorgchem.7b01715

  日期：2017.8.21

  A synthetic approach was developed to prepare a new type of highly functionalized inorganic–organic heterocyclic molecular rod (3a and 3b) consisting of cyclophosphazene and carbocyclic units. Single-crystal X-ray diffraction analysis of 3a revealed that the molecular length was ca. 2.5 nm. The products of this high-yield process have the potential for derivatization via known phosphazene reactions

  已开发出一种合成方法来制备新型的由环磷腈和碳环单元组成的新型高度官能化的无机-有机杂环分子棒（3a和3b）。3a的单晶X射线衍射分析表明，分子长为。2.5纳米 这种高产率方法的产物具有通过已知的磷腈反应衍生化的潜力。
• Stereogenic properties of spiranes combined with four equivalent conventional centres of chirality
  作者：Simon J. Coles、David B. Davies、Robert J. Eaton、Michael B. Hursthouse、Adem Kılıç、Robert A. Shaw、Aylin Uslu

  DOI：10.1039/b700464h

  日期：——

  Derivatives of the tri-spirane pentaerythritoxy-cyclophosphazene compound, 1, have been used to investigate the stereogenic properties of spiranes combined with four equivalent conventional centres of chirality. In compound 1 the two inner rings are carbocyclic and symmetrical and the two outer rings are cyclotriphosphazenes substituted in different positions to provide the conventional centres of chirality. The case of combining spiranes with four equivalent centres of chirality has been investigated by the reaction of 1 with dimethylamine in a 1 : 8 molar ratio to give four diastereoisomeric products, in which the two cyclophosphazene rings are non-geminally di-substituted in either cis or trans configurations; viz. the cis–cis (2a), cis–trans (2b) and two trans–trans substituted dimethylamine derivatives 2c and 2d. The structure and stereogenic properties of compound 2a (C2 symmetry) have been characterized previously by both X-ray crystallography and 31P NMR spectroscopy on addition of a chiral solvating agent (CSA) and the structures and stereogenic properties of compounds 2b (C1) and 2d (C2) have been similarly characterized in this work. The structure of compound 2c has been characterised by X-ray crystallography and found to be meso with the relatively rare S4 symmetry. The four diastereoisomeric products 2a–2d represent all the possible stereochemical isomers of a spirane combined with four equivalent conventional centres of chirality.

  三螺旋烷季戊四醇氧基环磷腈化合物1的衍生物已被用于研究结合四个等效常规手性中心的螺旋烷的立体化学性质。在化合物1中，两个内环是碳环且对称，两个外环是环三磷腈，在不同的位置被取代，以提供常规的手性中心。通过1与二甲基胺以1:8的摩尔比反应，得到四个非对映异构体产物，其中两个环磷腈环以顺式或反式构型非成对地被取代，即顺式-顺式（2a）、顺式-反式（2b）和两个反式-反式取代的二甲基胺衍生物2c和2d。化合物2a（C2对称性）的结构和立体化学性质之前已通过X射线晶体学和31P NMR光谱学在加入手性溶剂化剂（CSA）的情况下进行了表征，而化合物2b（C1）和2d（C2）的结构和立体化学性质在本研究中得到了类似的表征。化合物2c的结构已通过X射线晶体学表征，并发现其具有相对罕见的S4对称性。四个非对映异构体产物2a-2d代表了结合四个等效常规手性中心的螺旋烷的所有可能的立体化学异构体。
• Shaw, Robert A., Phosphorus, Sulfur and Silicon and the Related Elements, 1989, vol. 45, p. 103 - 136
  作者：Shaw, Robert A.

  DOI：——

  日期：——
• Stereogenic properties of spiranes combined with one or two equivalent conventional centres of chirality
  作者：Simon J. Coles、David B. Davies、Michael B. Hursthouse、Adem Kılıç、Şule Şahin、Robert A. Shaw、Aylin Uslu

  DOI：10.1016/j.jorganchem.2007.02.003

  日期：2007.6

  Derivatives of the tri-spirane pentaerythritoxy-cyclophosphazene compound 1 have been used to investigate the stereogenic properties of spiranes combined with either one or two conventional centres of chirality. In compound 1, the two inner rings are carbocyclic and symmetrical and the two outer rings are cyclotriphosphazenes substituted in different positions to provide the conventional centres of chirality. Reaction of I in a 1:1 molar ratio with the unsymmetrical dinucleophilic reagent, 1,3-aminopropanol, gave the mono-spiro substituted derivative 2, which was shown to exist as a racemate by X-ray crystallography and P-31 NMR spectroscopy on addition of a chiral solvating agent (CSA). Reaction of 1 with 1,3-aminopropanol in a 1:2 molar ratio gave three diastereoisomeric di-mono-spiro products 3a-3c, which were all shown to be racemates using a combination of X-ray crystallography (3a, 3c) and P-31 NMR spectroscopy on addition of a CSA (3b), thus proving the case of the stereogenic properties of spirane molecules combined with two equivalent conventional centres of chirality. It is also shown by quantitative P-31 NMR spectroscopy of the reaction mixture and by isolation of reaction products that the proportions of the diastereoisomers 3a:3b:3c are in approximate ratios of 1:2: 1, respectively, and these results have been rationalised by analysis of the stereogenic properties of the series of reactions 1 -> 2 -> 3. (c) 2007 Elsevier B.V. All rights reserved.