4,4,6,6-tetrachloro-2,2-spiro(N-methylethanolamino)cyclotriphosphazatriene | 78752-99-5

• 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: 4,4,6,6-tetrachloro-2,2-spiro(N-methylethanolamino)cyclotriphosphazatriene
• 英文别名: 2,2-spiro(N-methylethanolamino)-4,4,6,6-tetrachlorocyclotriphosphazene；7,7,9,9-Tetrachloro-4-methyl-1-oxa-4,6,8,10-tetraaza-5I>>5,7I>>5,9I>>5-triphospha-spiro[4.5]deca-5,7,9-triene；(5R)-7,7,9,9-tetrachloro-4-methyl-1-oxa-4,6,8,10-tetraza-5λ5,7λ5,9λ5-triphosphaspiro[4.5]deca-5(10),6,8-triene
• CAS: 78752-99-5
• 化学式: C₃H₇Cl₄N₄OP₃
• 分子量: 349.848
• InChiKey: YIZKJYCYDZFQTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 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：
  49.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4,6,6-tetrachloro-2,2-spiro(N-methylethanolamino)cyclotriphosphazatriene 在 potassium fluoride 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以42%的产率得到7,7,9,9-Tetrafluoro-4-methyl-1-oxa-4,6,8,10-tetraza-5lambda5,7lambda5,9lambda5-triphosphaspiro[4.5]deca-5(10),6,8-triene
  参考文献：
  名称：

  Kumara Swamy, K. C.; Krishnamurthy, S. S., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1984, vol. 23, # 9, p. 717 - 723

  摘要：

  DOI：
• 作为产物：
  描述：

  N-甲基-2-羟基乙胺 在 六氯环三磷腈 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以72%的产率得到4,4,6,6-tetrachloro-2,2-spiro(N-methylethanolamino)cyclotriphosphazatriene
  参考文献：
  名称：

  Chandrasekhar, Vadapalli; Kishnamurthy, Setharampattu S.; Manohar, Hattikudur, Journal of the Chemical Society, Dalton Transactions, 1984, p. 621 - 626

  摘要：

  DOI：

文献信息

• Stereo-selectivity in a cyclotriphosphazene derivative bearing an exocyclic P–O moiety
  作者：Esra Tanrıverdi Eçik、Serap Beşli、Gönül Yenilmez Çiftçi、David B. Davies、Adem Kılıç、Fatma Yuksel

  DOI：10.1039/c2dt30239j

  日期：——

  Nucleophilic substitution reactions of N3P3Cl4[O(CH2)2NCH3], (1) with the sodium salts of mono- and di-functional alcohols [methanol (2), phenol (3), tetraethyleneglycol (4) and 1,3-propanediol (5)] were carried out in order to investigate a possible directing effect of the spiro O-moiety on the formation of mono-substituted (2a, 3a), non-geminal di-substituted (2c, 3c) and ansa (4a, 5a) derivatives. Compounds isolated from the reactions were characterized by elemental analysis, mass spectrometry, 1H and 31P NMR spectroscopy and X-ray crystallographic analysis showed that the substituent OR in compounds (2a, 3a and 2c, 3c) and the ansa-ring in compounds (4a, 5a) formed cis to the P–O moiety of the exocyclic [O(CH2)2NCH3] spiro ring. The formation of products (2a–d, 3a–d, 4a, 5a and 5b) was quantified from the 31P NMR spectra of the reaction mixtures, which showed an overwhelming preference for derivatives (2a, 3a, 2c, 3c, 4a, 5a) with the substituent cis to the P–O moiety of the exocyclic spiro ring (2a, 3a, 2c, 3c, 4a, 5a), except for reaction with 1,3-propanediol where the six-membered ring spiro derivative (5b) was about three times more abundant than the eight-membered ring ansa-derivative (5a). Overwhelming formation of products with the substituent cis to the exocyclic P–O moiety is proof that the cation-assisted mechanism is responsible for the stereo-selectivity in the reactions with alkoxides.

  为了研究 N3P3Cl4[O(CH2)2NCH3] (1) 与单官能和双官能醇 [甲醇 (2)、苯酚 (3)、四乙二醇 (4) 和 1、为了研究螺 O 原子对形成单取代 (2a、3a)、非基因二取代 (2c、3c) 和ansa (4a、5a) 衍生物可能产生的导向作用，研究人员对反应中分离出的化合物进行了表征。通过元素分析、质谱分析、1H 和 31P NMR 光谱分析以及 X 射线晶体学分析，对从反应中分离出来的化合物进行了表征，结果表明化合物（2a、3a 和 2c、3c）中的取代基 OR 和化合物（4a、5a）中的 ansa 环与外环 [O(CH2)2NCH3] 螺环的 PâO 分子形成顺式。从反应混合物的 31P NMR 光谱中可以量化产物（2aâd、3aâd、4a、5a 和 5b）的形成、5a），但与 1,3-丙二醇反应时，六元环螺衍生物 (5b) 的含量约为八元环 ansa 衍生物 (5a) 的三倍。在与烷氧基化合物的反应中，绝大多数生成物的取代基为顺式外环 PâO，这证明阳离子辅助机制是立体选择性的原因。
• New organotin(IV) complexes with a potentially multi-site ligand based on the cyclotriphosphazene platform: Synthesis and spectral studies
  作者：T. Sedaghat、A. Tarassoli、A. Mojaddami

  DOI：10.1007/bf03246022

  日期：2010.6

  ene acts as a bis-bidentate ligand and coordinates to two SnPh2Cl2 molecules via two geminal pyrazolyl nitrogen atoms. As for complex 2, coordination to one SnMe2Cl2 molecule occurs through two nongeminally substituted pyrazolyl nitrogens. The 119Sn NMR data are consistent with the increasing of coordination number of tin(IV) in solution.

  合成并表征了具有四个吡唑基取代基N 3 P 3（MeNC 2 H 4 O）（dmp）4的官能化环三磷腈，其中dmp = 3,5-二甲基吡唑。该潜在的多位配位环三磷腈与二氯化二有机锡（IV）SnR 2 Cl 2（R = Ph，Me）的反应生成双核[（SnPh 2 Cl 2）2 N 3 P 3（MeNC 2 H 4 O）（dmp）4 }]（1）和单核[（SnMe 2 Cl 2）N 3 P 3（MeNC 2 H 4 O）（dmp）4 }]（2）配合物。这些新化合物通过元素分析和IR，1 H，31 P和119 Sn NMR光谱进行了表征。在这些数据的基础上，在复杂的1个pyrazolylcyclotriphosphazene充当双齿配体和坐标两个SnPh 2氯2个分子经由两个偕吡唑基的氮原子。对于络合物2，通过两个非双键取代的吡唑基氮原子对一个SnMe2Cl2分子的配位作用。在119Sn NM
• Synthesis and stereogenic properties of N,N -spiro bridged bis(cyclotriphosphazene) compounds containing two equivalent chiral centres
  作者：Ceylan Mutlu Balcı、Serap Beşli、Fatma Yuksel

  DOI：10.1016/j.poly.2017.07.021

  日期：2017.11

  The stereogenic properties of N,N-spiro bridged bis(cyclotriphosphazene) compound having four potential stereogenic phosphorus centres have been investigated. Two reaction pathways, in which same reactions were done in different order, were used to determine the isomer variety and to compare them. When the first route included unsymmetrically substitution (2-methylaminoethanol), aminolysis (n-butylamine) and deprotonation (sodium hydride) reaction steps, respectively, the second route consisted of aminolysis (n-butylamine), deprotonation (sodium hydride) and unsymmetrically substitution (2-methylaminoethanol) reaction steps, respectively. Both routes resulted in formation of the same products (4a and 4d) containing two equivalent chiral centres. The structures and stereogenic properties of the products, 4a and 4d were characterized by X-ray crystallography and P-31 NMR spectroscopy on addition of the chiral solvating agent which is (R)-(+)-2,2,2-trifluoro-1-(9-anthryl)ethanol. These new di-spiro derivatives (4a and 4d) bring about trans-trans and cis-cis geometric isomers and they are meso due to centre of the symmetry and plane of the symmetry. (C) 2017 Elsevier Ltd. All rights reserved.
• CHANDRASEKHAR V.; KRISHNAMURTHY S. S.; MURTHY VASUDEVA A. R.; SHAM R. A.;+, INORG. AND NUCL. CHEM. LETT., 1981, 17, NO 516, 181-185
  作者：CHANDRASEKHAR V.、 KRISHNAMURTHY S. S.、 MURTHY VASUDEVA A. R.、 SHAM R. A.、+

  DOI：——

  日期：——
• SWAMY, K. C. KUMARA;KRISHNAMURTHY, S. S., INDIAN J. CHEM., 1984, 23, N 9, 717-723
  作者：SWAMY, K. C. KUMARA、KRISHNAMURTHY, S. S.

  DOI：——

  日期：——