3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetrakis(azidomethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate | 1357065-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetrakis(azidomethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate
• CAS: 1357065-37-2
• 化学式: C₅₆H₆₀N₁₂O₁₆
• 分子量: 1157.16
• InChiKey: CPKVNXSJSOXQMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12
• 重原子数：
  84
• 可旋转键数：
  28
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  237
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetrakis(azidomethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate 在 甲醇 、 caesium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以73%的产率得到
  参考文献：
  名称：

  Metal-Coordinated Water-Soluble Cavitands Act as C–H Oxidation Catalysts

  摘要：

  Cavitands can be smoothly derivatized by CuAAC chemistry to incorporate ligand species at the upper rim. These species can coordinate metal species in a number of different conformations, leading to self-assembly. The metal-coordination confers water solubility on the cavitands, and the iron-bound species are capable of catalytic C-H oxidations of fluorene under mild conditions.

  DOI：

  10.1021/ol203243j
• 作为产物：
  描述：

  3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetrakis(bromomethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate 在 sodium azide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 16.0h， 以87%的产率得到3-[29,33,37-Tris(3-acetyloxypropyl)-6,12,18,39-tetrakis(azidomethyl)-2,4,8,10,14,16,20,22-octaoxanonacyclo[21.15.1.124,38.05,36.07,34.011,32.013,30.017,28.019,26]tetraconta-1(38),5,7(34),11(32),12,17(28),18,23(39),24(40),26,30,35-dodecaen-25-yl]propyl acetate
  参考文献：
  名称：

  Metal-Coordinated Water-Soluble Cavitands Act as C–H Oxidation Catalysts

  摘要：

  Cavitands can be smoothly derivatized by CuAAC chemistry to incorporate ligand species at the upper rim. These species can coordinate metal species in a number of different conformations, leading to self-assembly. The metal-coordination confers water solubility on the cavitands, and the iron-bound species are capable of catalytic C-H oxidations of fluorene under mild conditions.

  DOI：

  10.1021/ol203243j

文献信息

• Hydrocarbon oxidation catalyzed by self-folded metal-coordinated cavitands
  作者：Katherine E. Djernes、Melissa Padilla、Magi Mettry、Michael C. Young、Richard J. Hooley

  DOI：10.1039/c2cc36236h

  日期：——

  Functionalized cavitands have been shown to self-fold via coordination of Fe(II) salts and effect catalytic C–H oxidation reactions of unfunctionalized alkanes under mild aqueous conditions in the presence of tert-butyl hydroperoxide as co-oxidant. Secondary and tertiary C–H bonds can be converted to ketones and alcohols, respectively, and ethers can be converted to esters. The cavitands retain the catalytic metal throughout the reaction, and can be recovered by filtration.

  功能化的腔体化合物已被证明可以通过Fe(II)盐的配位自折叠，并在温和的水相条件下与叔丁基过氧化氢作为共同氧化剂作用下，催化非功能化烷烃的C–H氧化反应。二级和三级C–H键分别可以转化为酮和醇，醚可以转化为酯。腔体化合物在整个反应过程中保持催化金属，并可以通过过滤回收。