(6-methoxy-5-phenyl-11H-benzo[b]fluoren-10-yl)trimethylsilane | 1575770-58-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (6-methoxy-5-phenyl-11H-benzo[b]fluoren-10-yl)trimethylsilane
• CAS: 1575770-58-9
• 化学式: C₂₇H₂₆OSi
• 分子量: 394.588
• InChiKey: ASMQFWLDDQVWNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.63
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  (3-methoxyphenyl)magnesium bromide 在 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 1.0h， 生成 (6-methoxy-5-phenyl-11H-benzo[b]fluoren-10-yl)trimethylsilane 、 (6-methoxy-5-phenyl-11H-benzo[b]fluoren-10-yl)trimethylsilane
  参考文献：
  名称：

  Quantification of Nonstatistical Dynamics in an Intramolecular Diels–Alder Cyclization without Trajectory Computation

  摘要：

  Experimental and computational (DFT) investigations reveal that enyne-allenes with an aryl group as probe at the allene terminus follow a dynamic non-IRC Diels-Alder cyclization pathway. Starting from two separate C-2-C-6 (Schmittel) transition states (TS), two distinct reaction paths originate that share a common diradical intermediate, however, without mixing! Because the momentum of the initial TS is transmitted into product formation, we suggest a simple protocol without trajectory computations to estimate the fraction of molecules that follow nonstatistical dynamics: It was calculated from the partitioning at the TSs, as derived from DFT computations, and the experimental ratio. The thus-determined percentage of dynamically reacting molecules only slightly depends on the depth of the intermediate well but rather on Delta Delta G double dagger of the initial and the follow-up transition states.

  DOI：

  10.1021/jo500035b