5,17-diisothiocyanato-25,26,27,28-tetrakis[(ethoxycarbonyl)methoxy]calix[4]arene | 176849-52-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5,17-diisothiocyanato-25,26,27,28-tetrakis[(ethoxycarbonyl)methoxy]calix[4]arene
• 英文别名: Ethyl 2-[[26,27,28-tris(2-ethoxy-2-oxoethoxy)-5,17-diisothiocyanato-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]oxy]acetate
• CAS: 176849-52-8
• 化学式: C₄₆H₄₆N₂O₁₂S₂
• 分子量: 883.009
• InChiKey: QJMPHFYCONYNHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  62
• 可旋转键数：
  22
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  231
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  正辛基异氰酸酯 、 5,17-diisothiocyanato-25,26,27,28-tetrakis[(ethoxycarbonyl)methoxy]calix[4]arene 以 氯仿 为溶剂， 反应 3.0h， 以44%的产率得到Ethyl 2-[[26,27,28-tris(2-ethoxy-2-oxoethoxy)-5,17-bis(octylcarbamoylamino)-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]oxy]acetate
  参考文献：
  名称：

  The Pinched Cone Conformation of Calix[4]arenes:  Noncovalent Rigidification of the Calix[4]arene Skeleton

  摘要：

  Calix[4]arenes at the upper rim substituted with two (thio)urea moieties, 2a-c and 4, or substituted with two acetamido groups, 5, adopt a pinched cone conformation in CDCl3 solution. The pinched cone conformation is the result of diametrical, intramolecular hydrogen bonds and was studied by H-1 NMR dilution and variable-temperature experiments, NOESY spectroscopy, and FTIR experiments. The pinched cone conformation in these novel calix[4]arenes is stable in C2D2Cl4 up to at least 120 degrees C. The bis(ureido)calix[4]arenes 2b,c give a hydrogen-bonded dimer in the pinched cone conformation.

  DOI：

  10.1021/jo9600262
• 作为产物：
  描述：

  硫光气 、 5,17-diamino-25,26,27,28-tetrakis(ethoxycarbonyl)methoxycalix[4]arene 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以89%的产率得到5,17-diisothiocyanato-25,26,27,28-tetrakis[(ethoxycarbonyl)methoxy]calix[4]arene
  参考文献：
  名称：

  The Pinched Cone Conformation of Calix[4]arenes:  Noncovalent Rigidification of the Calix[4]arene Skeleton

  摘要：

  Calix[4]arenes at the upper rim substituted with two (thio)urea moieties, 2a-c and 4, or substituted with two acetamido groups, 5, adopt a pinched cone conformation in CDCl3 solution. The pinched cone conformation is the result of diametrical, intramolecular hydrogen bonds and was studied by H-1 NMR dilution and variable-temperature experiments, NOESY spectroscopy, and FTIR experiments. The pinched cone conformation in these novel calix[4]arenes is stable in C2D2Cl4 up to at least 120 degrees C. The bis(ureido)calix[4]arenes 2b,c give a hydrogen-bonded dimer in the pinched cone conformation.

  DOI：

  10.1021/jo9600262

文献信息

• The Pinched Cone Conformation of Calix[4]arenes:  Noncovalent Rigidification of the Calix[4]arene Skeleton
  作者：Jurgen Scheerder、Remko H. Vreekamp、Johan F. J. Engbersen、Willem Verboom、John P. M. van Duynhoven、David N. Reinhoudt

  DOI：10.1021/jo9600262

  日期：1996.1.1

  Calix[4]arenes at the upper rim substituted with two (thio)urea moieties, 2a-c and 4, or substituted with two acetamido groups, 5, adopt a pinched cone conformation in CDCl3 solution. The pinched cone conformation is the result of diametrical, intramolecular hydrogen bonds and was studied by H-1 NMR dilution and variable-temperature experiments, NOESY spectroscopy, and FTIR experiments. The pinched cone conformation in these novel calix[4]arenes is stable in C2D2Cl4 up to at least 120 degrees C. The bis(ureido)calix[4]arenes 2b,c give a hydrogen-bonded dimer in the pinched cone conformation.