1,1-(2',2',3',3'-tetrafluoro-1',4'-butanedioxy)-3,3,5,5-tetrachlorocyclotriphosphazene

• 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: 1,1-(2',2',3',3'-tetrafluoro-1',4'-butanedioxy)-3,3,5,5-tetrachlorocyclotriphosphazene
• 英文别名: 2,2-(2',2',3',3'-tetrafluoro-1',4'-butanedioxy)-4,4,6,6-tetrachlorocyclotriphosphazatriene；2,2,4,4-Tetrachloro-9,9,10,10-tetrafluoro-7,12-dioxa-1,3,5-triaza-2lambda5,4lambda5,6lambda5-triphosphaspiro[5.6]dodeca-1(6),2,4-triene；2,2,4,4-tetrachloro-9,9,10,10-tetrafluoro-7,12-dioxa-1,3,5-triaza-2λ5,4λ5,6λ5-triphosphaspiro[5.6]dodeca-1(6),2,4-triene
• 化学式: C₄H₄Cl₄F₄N₃O₂P₃
• 分子量: 436.822
• InChiKey: DLRQNMWKSHRMIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,1-(2',2',3',3'-tetrafluoro-1',4'-butanedioxy)-3,3,5,5-tetrachlorocyclotriphosphazene 、 正丁胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以90%的产率得到
  参考文献：
  名称：

  The synthesis and thermal properties of fluorodioxy-substituted N,N-spiro bridged cyclotriphosphazenes

  摘要：

  Fluorodioxy substituted mono-spiro (1a,b), di-spiro (2a,b) and mono-ansa (3a-c) cyclotriphosphazene derivatives were reacted with n-butylamine to obtain fluorodioxy cyclotriphosphazenes bearing a P-NH group. Then, the fluorodioxy cyclotriphosphazene derivatives containing one NH moiety (4a,b; 5a,5b and 6a-c) which can give a deprotonation reaction were treated with sodium hydride giving rise to new types of bis-cyclophosphazenes bridged with a four-membered cyclophosphazane ring in a spiro arrangement (7, 8, 9a,b and 10a-c). The deprotonation reactions of substituted cyclotriphosphazenes were investigated for the first time and rigid and stable spiro- and ansa-derivatives of N,N-spiro bridged biscyclotriphosphazenes were obtained. Additionally, the thermal stabilities of all new compounds were investigated and found that the thermal stability increases with the formation of N,N-spiro bridge. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2017.01.014
• 作为产物：
  描述：

  四氟丁二醇 在 六氯环三磷腈 作用下， 生成 2,4-(2',2',3',3'-tetrafluoro-1',4'-butanedioxy)-2,4,6,6-tetrachlorocyclotriphosphazatriene 、 1,1-(2',2',3',3'-tetrafluoro-1',4'-butanedioxy)-3,3,5,5-tetrachlorocyclotriphosphazene
  参考文献：
  名称：

  Synthesis, cytotoxicity and apoptosis of cyclotriphosphazene compounds as anti-cancer agents

  摘要：

  In the present study, a number of new dispirobino and dispiroansa spermine derivatives of cyclotriphosphazene (8-10, 13) were synthesized and characterized by elemental analysis, mass spectrometry, H-1 and P-31 NMR spectroscopy. At first, in vitro cytotoxic activity of cyclotriphosphazene compounds (1-14) against HT-29 (human colon adenocarcinoma), Hep2 (Human epidermoid larynx carcinoma), and Vero (African green monkey kidney) cell lines was investigated. Our study showed that most of these compounds stimulate apoptosis and they have cytotoxic effects for HT-29 and Hep2 cells. Additionally, these compounds (1-14) were investigated for their antibacterial activity against gram-positive (Staphylococcus aureus), gram-negative (Escherichia coli, Pseudomonas aeruginosa) bacteria and for their antifungal activity against Candida albicans, and were shown to be inactive. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.03.018

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
• Regiochemical Control in the Substitution Reactions of Cyclotriphosphazene Derivatives with Secondary Amines
  作者：Serap Beşli、Ceylan Mutlu Balcı、Semih Doğan、Christopher W. Allen

  DOI：10.1021/acs.inorgchem.8b01620

  日期：2018.10.1

  of two different secondary amines with some N3P3Cl4R2 (R2 = OCH2CH2CH2NH, NHPh, NHBut) derivatives lead to the formation of geminal products. We have shown that this observation depends on the electron-donating properties of the PR2 groups. Isolated compounds were analyzed by standard techniques such as elemental analysis, mass spectrometry, and 1H and 31P NMR spectroscopy. The structures of compounds

  单螺和双取代环三磷腈衍生物N 3 P 3 Cl 4 R 2（R 2 = OCH 2（CF 2）2 CH 2 O（1a），SPh（1b），OCH 2 CH 2 CH 2 O（1c），NHPh（1d），OCH 2 CH 2 CH 2 NH（1e），NHBu t（1f）））用两种仲胺（吡咯烷和二甲胺）进行了研究，研究了混合取代基环磷腈中的双键或非双键定向作用。从反应混合物的31 P NMR光谱定量确定了同构产物的相对量，即双子叶和非双子叶的顺式或反式。尽管仲胺在与六氯环三磷腈的反应中通常遵循非结构途径，但在这项工作中，两种不同的仲胺与一些N 3 P 3 Cl 4 R 2（R 2 = OCH 2 CH 2 CH 2 NH，NHPh ，NHBu Ť）衍生物会导致双子星产品的形成。我们已经表明，这一观察结果取决于PR 2基团的供电子特性。分离的化合物通过标准技术进行分析，例如元素分析，质谱以及1 H和31
• Synthesis and characterization of the first geminal dibenzylaminocyclotriphosphazene derivatives
  作者：Serap Beşli、Ceylan Mutlu Balcı、Ceren Köseoğlu、Duygu Palabıyık、Christopher W. Allen

  DOI：10.1016/j.ica.2019.04.022

  日期：2019.6

  N3P3Cl4[NHBut]2 with dibenzlyamine led to formation of bis geminal dibenzylamino derivatives (4d and 4e). The reaction of N3P3Cl4[NHPh]2 was carried out with dibenzylamine at the same mole ratio, leading to the fully substituted product (5c) where four chloride atoms replaced with dibenzylamino groups. The first examples of geminal dibenzylamino cyclotriphosphazene compounds (4d, 4e and 5c) were obtained.

  摘要本文研究了二苄胺与选定的单螺和双取代的双取代的环三磷腈衍生物N3P3Cl4R2 [R2 =（OCH2（CF2）2CH2O）（1a）; SPh（1b）；NHPh（1c）；系统地研究了（OCH2CH2CH2NH）（1d）和NHBut（1e）]。研究了PR2基团的电子供应特性对反应途径和产物取代度的影响。N3P3Cl4 [NH（CH2）3O]和N3P3Cl4 [NHBut] 2与二苯甲胺的氨解反应导致形成双双双二苄基氨基衍生物（4d和4e）。N3P3Cl4 [NHPh] 2与二苄基胺以相同的摩尔比进行反应，得到完全取代的产物（5c），其中四个氯原子被二苄基氨基取代。双苄基二苄氨基环三磷腈化合物的第一个例子（4d，
• 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。
• Synthesis and characterization of some fused tricyclic spermidine derivatives of cyclotriphosphazene
  作者：H IBISOGLU

  DOI：10.1016/s0385-5414(07)81093-8

  日期：2007.10.1

  A number of derivatives of 6-chloro-2, 2-X-2-1, 3, 5, 7, 11, 16-hexa aza-4,6-diphosphatricyclohexadeca-2, 4, 6-triene X=SPh, [OCH2(CF2)(2)CH2O](0.5), pyr, NMe2, NHPrn, Ph, NHBut} have been synthesised using two different reaction routes (1, 2) giving rise to penta-substituted-mono-chloro-compounds. The remaining chlorine atom in these products was reluctant to react with neutral nitrogen nucleophiles. The structures of the compounds were determined by elemental analysis, mass spectrometry and by H-1 and P-31-NMR spectrocsopy.