15,15-Dichloro-1,5,9,13-tetraoxa-7,14,16-triaza-6λ⁵,8λ⁵,15λ⁵-triphospha-dispiro[5.1.5.3]hexadeca-6,8(14),15-triene | 92898-70-9

• 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: 15,15-Dichloro-1,5,9,13-tetraoxa-7,14,16-triaza-6λ⁵,8λ⁵,15λ⁵-triphospha-dispiro[5.1.5.3]hexadeca-6,8(14),15-triene
• 英文别名: 15,15-Dichloro-1,5,9,13-tetraoxa-7,14,16-triaza-6lambda5,8lambda5,15lambda5-triphosphadispiro[5.1.58.36]hexadeca-6,8(14),15-triene；15,15-dichloro-1,5,9,13-tetraoxa-7,14,16-triaza-6λ5,8λ5,15λ5-triphosphadispiro[5.1.58.36]hexadeca-6,8(14),15-triene
• CAS: 92898-70-9
• 化学式: C₆H₁₂Cl₂N₃O₄P₃
• 分子量: 354.006
• InChiKey: BJEIJVLBRKOFGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  74
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,3,5,5-Tetrachloro-1',3'-propanedioxycyclotriphosphazatriene 、 1,3-丙二醇 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以7%的产率得到15,15-Dichloro-1,5,9,13-tetraoxa-7,14,16-triaza-6λ⁵,8λ⁵,15λ⁵-triphospha-dispiro[5.1.5.3]hexadeca-6,8(14),15-triene
  参考文献：
  名称：

  取代基在Ansa和螺旋异构体竞争形成中的作用

  摘要：

  摘要本文对环三磷腈及其衍生物N3P3Cl4R2 [R2 = Cl（1a）; （OCH 2（CF 2）2 CH 2 O）（1b）；（OCH2CH2CH2O）（1c）；NHPh（1天）；（OCH 2 CH 2 CH 2 NH）（1e）和NHBut（1f）]已经用1，3-丙二醇进行了。在两种不同的碱（NaH和Et3N）存在下，化合物1a-f与THF溶液中的1,3-丙二醇以1：1的摩尔比反应。根据反应混合物的31 P NMR光谱定量确定异构体产物螺和ansa的相对量。分离产物，并通过元素分析，质谱，1H和31P NMR光谱表征。2b，3b，2e和2f的晶体结构已通过X射线晶体学表征。

  DOI：

  10.1016/j.ica.2018.11.047

文献信息

• Isolation, n.m.r. spectra, and X-ray crystal structures of two isomeric N₃P₃Cl₂[O(CH₂)₃O]₂derivatives. The first example of dispiro/spiro–ansa isomerism in phosphazene chemistry
  作者：Sorab R. Contractor、Michael B. Hursthouse、Harold G. Parkes、Leylâ S. Shaw (née Gözen)、Robert A. Shaw、Hamza Yilmaz

  DOI：10.1039/c39840000675

  日期：——

  From the reaction of N3P3Cl6 with 1, 3-dihydroxypropane two isomeric N3P3Cl2[O(CH2)3O]2 derivatives were isolated, whose n.m.r. spectra suggest, and crystal structures prove, that they represent an example of dispiro/spiro–ansa isomerism, the first of its kind in phosphazene chemistry.

  从N 3 P 3 Cl 6与1，3-二羟基丙烷的反应中分离出两个异构体N 3 P 3 Cl 2 [O（CH 2）3 O] 2衍生物，其核磁共振谱表明，并且晶体结构证明，它们代表了dispiro / spiro-ansa异构现象的一个例子，这在磷腈化学中是首例。
• Effect of chain length on the formation of intramolecular and intermolecular products: Reaction of diols with cyclotriphosphazene
  作者：Serap Beşli、Simon J. Coles、Derya Davarcı、David B. Davies、Fatma Yuksel

  DOI：10.1016/j.poly.2010.10.020

  日期：2011.2

  The reactions of cyclotriphosphazene, N(3)P(3)Cl(6) (1), in a 1:1.2 stoichiometry with the sodium derivative of seven diols [ethane- (2a), 1,3-propane- (2b), 1,4-butane- (2c), 1,5-pentane- (2d.), 1,6-hexane- (2e), 1,8-octane- (2f) and 1,10-decane- (2g) diol] in THF solution at room temperature have been used to investigate the effect of chain length on the formation of reaction products. Although no new products were found for the reaction of 1 with diols 2a-c compared to those in the literature using other bases and solution conditions, the reactions of 1 with the diols 2d-g gave six different types of products, whose structures have been characterized by elemental analysis, mass spectrometry, I H and (31)P NMR spectroscopy; ansa compounds N(3)P(3)Cl(4)[O(CH(2))(n)O], (5d-5g): single-bridged compounds N(3)P(3)Cl(5)[O(CH(2))(n)O]N(3)P(3)Cl(5) (6d-6f); double-bridged compounds N(3)P(3)Cl(4)[O(CH(2))(n)O](2)N(3)P(3)Cl(4) (7d-7g, syn and anti) and triple-bridged compounds, N(3)P(3)Cl(3)[O(CH(2))(n)O](3)N(3)P(3)Cl(3) (8d-f). Where suitable single crystals were obtained, X-ray crystallographic studies confirmed the structures of two ansa compounds (5d and 5f), one single-bridged compound (6e), and five double-bridged compounds (meso-anti for 7d, 7e, 7f and meso-syn for 7d and 7f). (31)P NMR measurements of the reaction mixtures were used to quantify the formation of products for the reactions 1 with all the diols, 2a-g; it is found that, with increasing chain length of the diol, there is a decrease in the products formed by intramolecular reactions (spiro and ansa derivatives) and a concomitant increase in the amounts of products formed by intermolecular reactions (single-, double- and triple-bridged derivatives) of cyclophosphazene. (C) 2010 Elsevier Ltd. All rights reserved.
• Alkubaisi, Abdulla H.; Parkes, Harold G.; Shaw, Robert A., Heterocycles, 1989, vol. 28, # 1, p. 347 - 358
  作者：Alkubaisi, Abdulla H.、Parkes, Harold G.、Shaw, Robert A.

  DOI：——

  日期：——
• Contractor, Sorab R.; Hursthouse, Michael B.; Parkes, Harold G., Phosphorus and Sulfur and the Related Elements, 1983, vol. 18, p. 149 - 154
  作者：Contractor, Sorab R.、Hursthouse, Michael B.、Parkes, Harold G.、Shaw, Leyla S.、Shaw, Robert A.、Yilmaz, Hamza

  DOI：——

  日期：——
• The role of the substituted group on competitive formation of ansa and spiro isomers
  作者：Duygu Palabıyık、Ceylan Mutlu Balcı、Serap Beşli

  DOI：10.1016/j.ica.2018.11.047

  日期：2019.3

  the presence of two different bases, NaH and Et3N. The relative amounts of isomeric products, spiro and ansa were established quantitatively from the 31P NMR spectra of the reaction mixtures. The products were separated and characterized by elemental analysis, mass spectrometry, 1H and 31P NMR spectroscopy. Crystal structures of 2b, 3b, 2e and 2f have been characterized by X-ray crystallography. Although

  摘要本文对环三磷腈及其衍生物N3P3Cl4R2 [R2 = Cl（1a）; （OCH 2（CF 2）2 CH 2 O）（1b）；（OCH2CH2CH2O）（1c）；NHPh（1天）；（OCH 2 CH 2 CH 2 NH）（1e）和NHBut（1f）]已经用1，3-丙二醇进行了。在两种不同的碱（NaH和Et3N）存在下，化合物1a-f与THF溶液中的1,3-丙二醇以1：1的摩尔比反应。根据反应混合物的31 P NMR光谱定量确定异构体产物螺和ansa的相对量。分离产物，并通过元素分析，质谱，1H和31P NMR光谱表征。2b，3b，2e和2f的晶体结构已通过X射线晶体学表征。