N,N'-bis(15,17,17-trichloro-2,5,8,11,14-pentaoxa-16,18,19-triaza-1lambda5,15lambda5,17lambda5-triphosphabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-yl)decane-1,10-diamine | 248925-86-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N,N'-bis(15,17,17-trichloro-2,5,8,11,14-pentaoxa-16,18,19-triaza-1lambda5,15lambda5,17lambda5-triphosphabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-yl)decane-1,10-diamine
• 英文别名: N,N'-bis(15,17,17-trichloro-2,5,8,11,14-pentaoxa-16,18,19-triaza-1λ5,15λ5,17λ5-triphosphabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-yl)decane-1,10-diamine
• CAS: 248925-86-2
• 化学式: C₂₆H₅₄Cl₆N₈O₁₀P₆
• 分子量: 1037.32
• InChiKey: ULWJSPQJCKBSEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  56
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  191
• 氢给体数：
  2
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  2-萘酚 、 N,N'-bis(15,17,17-trichloro-2,5,8,11,14-pentaoxa-16,18,19-triaza-1lambda5,15lambda5,17lambda5-triphosphabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-yl)decane-1,10-diamine 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以48%的产率得到N,N'-Bis-[17,17-dichloro-15-(naphthalen-2-yloxy)-2,5,8,11,14-pentaoxa-16,18,19-triaza-1λ⁵,15λ⁵,17λ⁵-triphospha-bicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-yl]-decane-1,10-diamine
  参考文献：
  名称：

  Structure–alkali metal cation complexation relationships for macrocyclic PNP-lariat ether ligandsElectronic supplementary information (ESI) available: diagnostic 31P NMR and 1H NMR spectral data and combustion analyses for new PNP-lariat and bis-lariat ethers. See http://www.rsc.org/suppdata/p2/b1/b110415b/

  摘要：

  通过对四氯-16-PNP-6 冠醚 1 进行区域选择性钠离子辅助芳基裂解，合成了含有通过氧原子与环磷苯环的磷原子相连的各种芳氧基和区域异构体位置的双萘二氧基取代基的水不溶性单链和双链 PNP-锂基醚。通过对 1 逐步进行芳基裂解和氨基裂解反应，制备出异质取代的混合芳氧基氨基 PNP-基环醚和双基环醚，其中两个不同的取代基通过一个氧原子和一个氮原子与 PNP 大环相连。PNP-ariat 和双-lariat 醚对大碱金属阳离子（Rb+ 和 Cs+）比对小碱金属阳离子（Li+ 和 Na+）具有明显的选择性。选择性受冠醚环的构型和配体中氧供体原子数的影响。对于某些 PNP-锂基醚，ESI-MS 提供了与 Rb+ 和 Cs+ 形成 2:1（配体â金属离子）络合物的证据。

  DOI：

  10.1039/b110415b
• 作为产物：
  描述：

  癸二胺 、 1,3-(oxytetraethylenoxy)-1,3,5,5-tetrachloro-cyclotriphosphazatriene 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 生成 N,N'-bis(15,17,17-trichloro-2,5,8,11,14-pentaoxa-16,18,19-triaza-1lambda5,15lambda5,17lambda5-triphosphabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-yl)decane-1,10-diamine
  参考文献：
  名称：

  Structure–alkali metal cation complexation relationships for macrocyclic PNP-lariat ether ligandsElectronic supplementary information (ESI) available: diagnostic 31P NMR and 1H NMR spectral data and combustion analyses for new PNP-lariat and bis-lariat ethers. See http://www.rsc.org/suppdata/p2/b1/b110415b/

  摘要：

  通过对四氯-16-PNP-6 冠醚 1 进行区域选择性钠离子辅助芳基裂解，合成了含有通过氧原子与环磷苯环的磷原子相连的各种芳氧基和区域异构体位置的双萘二氧基取代基的水不溶性单链和双链 PNP-锂基醚。通过对 1 逐步进行芳基裂解和氨基裂解反应，制备出异质取代的混合芳氧基氨基 PNP-基环醚和双基环醚，其中两个不同的取代基通过一个氧原子和一个氮原子与 PNP 大环相连。PNP-ariat 和双-lariat 醚对大碱金属阳离子（Rb+ 和 Cs+）比对小碱金属阳离子（Li+ 和 Na+）具有明显的选择性。选择性受冠醚环的构型和配体中氧供体原子数的影响。对于某些 PNP-锂基醚，ESI-MS 提供了与 Rb+ 和 Cs+ 形成 2:1（配体â金属离子）络合物的证据。

  DOI：

  10.1039/b110415b

文献信息

• A Regioselective Route to New Polytopic Receptors by Diaminolysis of Chlorocyclotriphosphazatriene-Containing Crown Ethers
  作者：Krystyna Brandt、Iwona Porwolik-Czomperlik、Mariola Siwy、Teobald Kupka、Robert A. Shaw、Sidit Ture、Andrew Clayton、David B. Davies、Michael B. Hursthouse、Georgia D. Sykara

  DOI：10.1021/jo990489i

  日期：1999.10.1

  A general strategy is reported for the facile preparation of diamino-derivatized PNP-crowns, giving access to a large range of new host molecules of different sizes, shapes, and topology. Reactions of the tetrachloro-PNP-crown precursor 1 with polymethylene-diamines 2a-h (n = 2-6, 8, 10, 12) proceed rapidly and regioselectively via substitution reactions of CI at the PNP-crown-forming P-atoms; the reaction is assisted by the macrocyclic 1,3-oxy(tetraethylenoxy) substituent at the N3P3 ring which provides a site for the hydrogen-bond-driven assembly of reagents 1 and 2. The products belong to three different classes of polytopic receptors: lateral macrobicycles (ansa, 5a-h), bola-amphiphilic tritopic bis-crowns (bino, 6a-h), and tetratopic cylindrical. macrotricycles (bis-bino, 8a-h). The structures of 5, 6, 8, and 10b were established by MS and P-31 NMR spectroscopy, and an X-ray crystal structure was obtained for the bis-bino 1,3-diaminopropane PNP-crown derivative 8b. Preliminary screening by a simple TLC test of the metal-cation complexing properties of the series of compounds 5, 6, and 8 revealed their capacity to bind both harder (alkali and alkaline earth) and softer (transition) metal cations, with significant affinity being displayed toward potassium and silver cations by many of the ligands studied.
• Structure–alkali metal cation complexation relationships for macrocyclic PNP-lariat ether ligandsElectronic supplementary information (ESI) available: diagnostic 31P NMR and 1H NMR spectral data and combustion analyses for new PNP-lariat and bis-lariat ethers. See http://www.rsc.org/suppdata/p2/b1/b110415b/
  作者：Richard A. Bartsch、Eun Kyung Lee、Sangki Chun、Nazar Elkarim、Krystyna Brandt、Iwona Porwolik-Czomperlik、Mariola Siwy、Dariusz Lach、Jerzy Silberring

  DOI：10.1039/b110415b

  日期：2002.2.25

  Water-insoluble, mono- and diarmed PNP-lariat ethers containing various aryloxy and regioisomerically-positioned binaphthylylenedioxy substituents linked to the phosphorus atoms of the cyclophosphazene ring via oxygen atoms are synthesized by regioselective, sodium ion-assisted arylolysis of tetrachloro-16-PNP-6 crown ether 1. Heterogeneously-substituted, mixed aryloxy-amino PNP-lariat ethers and bis-lariat ethers with two different substituents linked to the PNP-macrocycle via an oxygen and a nitrogen atom are prepared by stepwise arylolysis and aminolysis reactions of 1. The alkali-metal cation complexation behavior of the PNP-lariat ethers is evaluated in solvent polymeric membrane electrodes. The PNP-lariat and bis-lariat ethers exhibit pronounced selectivity for large alkali metal cations (Rb+ and Cs+) over small ones (Li+ and Na+). The selectivity is influenced by the configuration of the crown ether ring and the number of oxygen donor atoms in the ligand. For some PNP-lariat ethers, evidence for formation of 2 : 1 (ligand–metal ion) complexes with Rb+ and Cs+ is provided by ESI-MS.

  通过对四氯-16-PNP-6 冠醚 1 进行区域选择性钠离子辅助芳基裂解，合成了含有通过氧原子与环磷苯环的磷原子相连的各种芳氧基和区域异构体位置的双萘二氧基取代基的水不溶性单链和双链 PNP-锂基醚。通过对 1 逐步进行芳基裂解和氨基裂解反应，制备出异质取代的混合芳氧基氨基 PNP-基环醚和双基环醚，其中两个不同的取代基通过一个氧原子和一个氮原子与 PNP 大环相连。PNP-ariat 和双-lariat 醚对大碱金属阳离子（Rb+ 和 Cs+）比对小碱金属阳离子（Li+ 和 Na+）具有明显的选择性。选择性受冠醚环的构型和配体中氧供体原子数的影响。对于某些 PNP-锂基醚，ESI-MS 提供了与 Rb+ 和 Cs+ 形成 2:1（配体â金属离子）络合物的证据。