| 1438873-24-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 1438873-24-5
• 化学式: C₃₉H₆₃N₅O₈
• 分子量: 729.958
• InChiKey: GZIOQROCYYGPFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.25
• 重原子数：
  52.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  144.18
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  在 sodium tetrahydroborate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 氘代二甲亚砜 、 乙醇 、 二氯甲烷 为溶剂， 反应 46.0h， 生成
  参考文献：
  名称：

  One-Dimensional Random Walk of a Synthetic Small Molecule Toward a Thermodynamic Sink

  摘要：

  We report on the spontaneous intramolecular migration of alpha-methylene-4-nitrostyrene from amine group to amine group along oligoethyleneimine tracks up to eight repeat units in length (number of amine footholds, n = 3, 5, 9). Each track consists of n - 1 aliphatic secondary amine footholds plus a naphthylmethylamine group foothold situated at one end of the track. Under basic conditions the alpha-methylene-4-nitrostyrene unit undergoes a series of reversible intramolecular Michael-retro-Michael reactions between adjacent amine groups that move it up and down the track. For n = 3 and 5 it is possible to monitor the population of every positional isomer on the track by H-1 NMR spectroscopy. On the longest track (n = 9) the fraction of walkers on each end-foothold can be quantified with respect to those on the inner footholds. In all cases the naphthylmethylamine foothold acts as a thermodynamic sink with the steady-state distribution significantly biased in favor of the walker at that site. The dynamics of the walker migration is well described by the random walk of a Brownian particle in one dimension.

  DOI：

  10.1021/ja402382n
• 作为产物：
  描述：

  在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 33.0h， 生成
  参考文献：
  名称：

  One-Dimensional Random Walk of a Synthetic Small Molecule Toward a Thermodynamic Sink

  摘要：

  We report on the spontaneous intramolecular migration of alpha-methylene-4-nitrostyrene from amine group to amine group along oligoethyleneimine tracks up to eight repeat units in length (number of amine footholds, n = 3, 5, 9). Each track consists of n - 1 aliphatic secondary amine footholds plus a naphthylmethylamine group foothold situated at one end of the track. Under basic conditions the alpha-methylene-4-nitrostyrene unit undergoes a series of reversible intramolecular Michael-retro-Michael reactions between adjacent amine groups that move it up and down the track. For n = 3 and 5 it is possible to monitor the population of every positional isomer on the track by H-1 NMR spectroscopy. On the longest track (n = 9) the fraction of walkers on each end-foothold can be quantified with respect to those on the inner footholds. In all cases the naphthylmethylamine foothold acts as a thermodynamic sink with the steady-state distribution significantly biased in favor of the walker at that site. The dynamics of the walker migration is well described by the random walk of a Brownian particle in one dimension.

  DOI：

  10.1021/ja402382n