deca(3-azidopropyl)decasilsesquioxane | 1191274-28-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: deca(3-azidopropyl)decasilsesquioxane
• 英文别名: deca(3-azidopropyl)silsesquioxane；T10-(N3)10；1,3,5,7,9,11,13,15,17,19-Decakis(3-azidopropyl)-2,4,6,8,10,12,14,16,18,20,21,22,23,24,25-pentadecaoxa-1,3,5,7,9,11,13,15,17,19-decasilahexacyclo[9.9.1.13,9.15,17.17,15.113,19]pentacosane
• CAS: 1191274-28-8
• 化学式: C₃₀H₆₀N₃₀O₁₅Si₁₀
• 分子量: 1361.85
• InChiKey: ZDUDMGSFRRGWHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.71
• 重原子数：
  85
• 可旋转键数：
  40
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  282
• 氢给体数：
  0
• 氢受体数：
  35

反应信息

• 作为反应物：
  描述：

  2-乙炔基吡啶 、 deca(3-azidopropyl)decasilsesquioxane 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以56%的产率得到deca(3-(1H-1,2,3-triazol-4-yl-2-pyridine)propyl)decasilsesquioxane
  参考文献：
  名称：

  Homogeneous and heterogeneous catalysts of organopalladium functionalized-polyhedral oligomeric silsesquioxanes for Suzuki–Miyaura reaction

  摘要：

  The mononuclear T-8-Pd and multinuclear T-10-Pd catalysts (3 and 6) were prepared from a reaction between Pd(COD)Cl-2 (COD = 1,5-cyclooctadiene) and the corresponding octameric T-8 and decameric T-10 silsesquioxane cages, functionalized with pyridine-triazole ligands. The T-8-Pd complex 3 featuring one Pd(II) center was employed as a homogeneous catalyst for Suzuki-Miyaura cross coupling in a 1:1 EtOH:H2O solvent. On the other hand, the multinuclear T-10-Pd catalyst 6 (ca. 4.6 Pd for each T-10 cage) was obtained as amorphous insoluble materials with exceptionally high molecular Pd loading (1.61 mmol Pd g(-1)). Under the same catalytic conditions, the homogeneous catalysts 3 exhibited slightly higher activity than the heterogeneous catalyst 6 (initial TOFs = 870 and 690 h(-1), respectively). Furthermore, for 6, 4-(MeO)C6H4Br and PhB(OH)(2) substrates were catalyzed in the presence of a low catalyst loading of 3.6 x 10(-3) mol% Pd under aerobic conditions to afford the coupled product in 91% yield (Le., turnover number (TON) = 2.5 x 10(4)). The silsesquioxane-supported Pd catalyst 6 was recovered by simple centrifugation and reused for at least five catalytic cycles without a loss in activities. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2015.09.014
• 作为产物：
  描述：

  decakis(3-chloropropyl)decasilsesquioxane 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 octakis(3-azido-propyl)octasilsesquioxane 、 deca(3-azidopropyl)decasilsesquioxane 、 dodeca(3-azidopropyl)silsesquioxane
  参考文献：
  名称：

  叠氮基官能化较大 T10 和 T12 POSS 的笼重排和笼完整合成

  摘要：

  在此，我们研究了使用 3-氯丙基和氯甲基二甲基甲硅烷基乙基官能化 T 8 、T 10和 T 12 POSS 作为前体合成叠氮基官能化较大多面体低聚倍半硅氧烷 (POSS) 过程中的产物类型和分布。我们的研究结果表明，3-氯丙基官能化的 POSS 笼发生了笼重排，稳定性顺序为 T 12 > T 10 > T 8 ，而氯甲基二甲基甲硅烷基乙基官能化的 POSS 笼在亲核取代后保持结构完整。

  DOI：

  10.1039/d4dt00440j

文献信息

• Synthesis and characterization of highly pure azido-functionalized polyhedral oligomeric silsesquioxanes (POSS)
  作者：Vuthichai Ervithayasuporn、Xin Wang、Yusuke Kawakami

  DOI：10.1039/b909802j

  日期：——

  Novel azido-functionalized POSS were synthesized, which could serve as nanoprecursors for higher-order molecular construction of organic–inorganic hybrids via“click” chemistry.

  合成了新型叠氮基官能化 POSS，它可以作为纳米前体，通过“点击”化学来构建有机-无机杂化物的高阶分子。