2,2-bis(thiophenoxy)-4,4,6,6-tetrachlorocyclotriphosphazatriene | 7655-02-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2-bis(thiophenoxy)-4,4,6,6-tetrachlorocyclotriphosphazatriene
• 英文别名: 2,2,4,4-Tetrachloro-6,6-bis(phenylsulfanyl)-1,3,5-triaza-2lambda5,4lambda5,6lambda5-triphosphacyclohexa-1,3,5-triene；2,2,4,4-tetrachloro-6,6-bis(phenylsulfanyl)-1,3,5-triaza-2λ5,4λ5,6λ5-triphosphacyclohexa-1,3,5-triene
• CAS: 7655-02-9
• 化学式: C₁₂H₁₀Cl₄N₃P₃S₂
• 分子量: 495.097
• InChiKey: DJCHIAZMHSUPSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2-bis(thiophenoxy)-4,4,6,6-tetrachlorocyclotriphosphazatriene 在 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  带有芳硫基的N,N-螺桥双(环三磷腈)衍生物的合成及其与烷氧基和氨基衍生物的比较

  摘要：

  在本研究中，含有芳硫基的双( 1a，b )和四( 2a，b )环三磷腈与正丁胺反应。所得单氨基双苯硫基( 3a，b )和双萘硫基( 4a，b )环三磷腈在NaH碱存在下进行去质子化反应。产生了含有双偕苯硫基（5a-I和5a-II）和萘硫基（5b-I和5b-II ）基团的新N,N-螺桥双环三磷腈。通过MALDI-TOF、 31 P和1 H NMR光谱以及单晶X射线晶体学（5a-I和5b-I ）对新合成的化合物进行表征。使用紫外/可见光和荧光光谱测定化合物1a、b、2a、b、5a-I和5b-I的光物理性质。同时，对N,N-螺桥双环磷腈的结构与之前合成的含有不同官能团的双环磷腈的结构进行了综合评价。

  DOI：

  10.1016/j.ica.2024.121953
• 作为产物：
  描述：

  苯硫酚 在 六氯环三磷腈 作用下， 生成 2,2-bis(thiophenoxy)-4,4,6,6-tetrachlorocyclotriphosphazatriene
  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

• Phosphorus–nitrogen compounds. Part XXI. Alkylthio- and phenylthio-cyclotriphosphazatrienes
  作者：A. P. Carroll、R. A. Shaw

  DOI：10.1039/j19660000914

  日期：——

  representative series of alkylthio (or phenylthio)cyclotriphosphazatrienes, N3P3Cl6–n(SR)n, have been prepared and characterised. Very much more pronounced than in alcoholysis or aminolysis, the degree of chlorine replacement in alkanethiolysis is markedly dependent on the reaction conditions. With the alkanethiolates (R = Alk) bis-, tetrakis-, and hexakis-alkylthio-derivatives (n= 2, 4, or 6) are the

  借助于链烷硫醇钠（或苯硫醇钠），已制备并表征了一系列代表性的烷硫基（或苯硫基）环三磷氮杂环丁烷N 3 P 3 Cl 6– n（SR）n。比在醇解或氨解中明显得多，烷硫醇解中氯的取代程度明显取决于反应条件。对于链烷硫醇盐（R =烷基），主要的反应产物是双-，四-和六-烷基硫代衍生物（n = 2、4或6）。少量的三烷硫基衍生物（n= 3）也被观察到。用苯硫代硫酸钠（R = Ph），不同取代度之间的反应性差异不太明显，仅获得了双和六烷基衍生物（n = 2或6）。与相应的六烷氧基衍生物N 3 P 3（OAlk）6相比，六烷基硫代环三磷氮杂烯酮N 3 P 3（SAlk）6不能重排为异构的环三磷氮烷。讨论了烷硫基（或苯硫基）磷腈的结构，以及影响氯取代程度的因素以及烷硫基分解（苯硫基分解）的机理。
• Synthesis and Characterization of Some Tetracyclic Spermine Derivatives of Cyclotriphosphazene: The First Examples of Dispiransa Derivatives
  作者：Gönül Yenilmez Çiftçi、Esra Tanriverdi、Yunus Zorlu

  DOI：10.3987/com-07-11251

  日期：——

  is reported of a series of dispiransa cyclophosphazene derivatives based on the known compound N3P3X2[HN(CH2)3N(CH2)4N(CH2)3NH], (2) (where X = Cl), to give a number of new compounds (3a-g) in which X = Ph, PhS, PhNH, PhO, MeO, EtO, CF 3 CH 2 O, respectively. Two synthetic routes were utilized: (i) reaction of spermine with the appropriate disubstituted cyclophosphazenes (1) to give compounds (3a-c)

  报道了一系列基于已知化合物 N3P3X2[HN(CH2)3N( )4N( )3NH] 的 dispiransa 环磷腈衍生物的合成和表征，(2)（其中 X = Cl），给出了一些新化合物 (3a-g)，其中 X = Ph、PhS、PhNH、PhO、MeO、EtO、CF 3 CH 2 O。使用了两种合成路线：（i）精胺与适当的二取代环磷腈（1）反应得到化合物（3a-c）和（ii）在与亲核试剂的亲核取代反应中使用氯前体（2）得到化合物（ 3d-g)。通过元素分析、质谱、 1 H 和 31 P NMR 光谱确定化合物的结构。
• 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 =（O （CF2）2 O）（1a）; SPh（1b）；NHPh（1c）；系统地研究了（O NH）（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，
• 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.