1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate | 137334-67-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate
• 英文别名: 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris[(4-methylphenyl)sulfonyl]-6H,12H,20H,28H-2,5-etheno-9,25-[(methanimino)methano]3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate
• CAS: 137334-67-9
• 化学式: C₇₂H₆₉N₃O₉S₃
• 分子量: 1216.55
• InChiKey: SGAJGRVOXLDRCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.61
• 重原子数：
  87.0
• 可旋转键数：
  9.0
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  139.83
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate 在 sodium anthracenide 作用下， 以 四氢呋喃 为溶剂， 反应 0.03h， 以65%的产率得到1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate
  参考文献：
  名称：

  Host-guest complexation. 60. Rigidly hollow hosts that encapsulate small molecules

  摘要：

  New chiral host systems 1 and 2 possessing C3 symmetry have been designed and synthesized. Molecular models of 1 and 2 indicate they contain small enforced cavities and three portals complementary to small molecules. The crystal structure of 1.2CH3CN shows one molecule of CH3CN is encapsulated and the second exists as a solvate. A crystal structure of 2.2CH3OH shows one CH3OH molecule is encapsulated and a second serves as a solvate. A crystal structure of 2.CH2Cl2 shows the host to be empty and that the CH2Cl2 acts as a solvate to provide (by disorder) a C3 pattern about the C3 axis of the host. In CDCl3 solutions (CDCl3 is too large to occupy its cavity), 1 complexed O2, N2, H2O, and CO2 readily and reversibly (H-1 NMR spectra), particularly at low temperatures. In CDCl3 solution, 1 binds CH3OH with K(a) = 10 M-1, DELTA-G-degrees 295 = -1.4 kcal mol-1, DELTA-H congruent-to -6.6 kcal mol-1, and DELTA-S congruent-to -18 cal mol-1 K-1. It also binds CH3CN, but much more weakly. Triamine 2 in CDCl3 binds O2, N2, and H2O weakly and CH3OH with a K(a) = 47 M-1, DELTA-G-degrees 295 = -2.3 kcal mol-1, DELTA-H congruent-to -8.5 kcal mol-1, and DELTA-S congruent-to -21 cal mol-1 K-1. This host binds CH3CN at 295 K with a K(a) in the range of 1-10 M-1, and CH3CH2OH with a K(a) < 5 M-1. The H-1 NMR signals of the guest's CH2 group of 2.CH3CH2OH indicate the protons to be diastereotopic. The half-life for decomplexation of 2.CH3CH2OH was about 40 min at 25-degrees-C.

  DOI：

  10.1021/jo00027a011
• 作为产物：
  描述：

  在 三乙基硅烷 、 三氯化硼 、 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基乙酰胺 为溶剂， 反应 14.25h， 生成 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate
  参考文献：
  名称：

  Host-guest complexation. 60. Rigidly hollow hosts that encapsulate small molecules

  摘要：

  New chiral host systems 1 and 2 possessing C3 symmetry have been designed and synthesized. Molecular models of 1 and 2 indicate they contain small enforced cavities and three portals complementary to small molecules. The crystal structure of 1.2CH3CN shows one molecule of CH3CN is encapsulated and the second exists as a solvate. A crystal structure of 2.2CH3OH shows one CH3OH molecule is encapsulated and a second serves as a solvate. A crystal structure of 2.CH2Cl2 shows the host to be empty and that the CH2Cl2 acts as a solvate to provide (by disorder) a C3 pattern about the C3 axis of the host. In CDCl3 solutions (CDCl3 is too large to occupy its cavity), 1 complexed O2, N2, H2O, and CO2 readily and reversibly (H-1 NMR spectra), particularly at low temperatures. In CDCl3 solution, 1 binds CH3OH with K(a) = 10 M-1, DELTA-G-degrees 295 = -1.4 kcal mol-1, DELTA-H congruent-to -6.6 kcal mol-1, and DELTA-S congruent-to -18 cal mol-1 K-1. It also binds CH3CN, but much more weakly. Triamine 2 in CDCl3 binds O2, N2, and H2O weakly and CH3OH with a K(a) = 47 M-1, DELTA-G-degrees 295 = -2.3 kcal mol-1, DELTA-H congruent-to -8.5 kcal mol-1, and DELTA-S congruent-to -21 cal mol-1 K-1. This host binds CH3CN at 295 K with a K(a) in the range of 1-10 M-1, and CH3CH2OH with a K(a) < 5 M-1. The H-1 NMR signals of the guest's CH2 group of 2.CH3CH2OH indicate the protons to be diastereotopic. The half-life for decomplexation of 2.CH3CH2OH was about 40 min at 25-degrees-C.

  DOI：

  10.1021/jo00027a011