[5-(4-methoxyphenyl)-6-methyl-11H-benzo[b]fluoren-10-yl]-trimethylsilane | 1422529-13-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: [5-(4-methoxyphenyl)-6-methyl-11H-benzo[b]fluoren-10-yl]-trimethylsilane
• CAS: 1422529-13-2
• 化学式: C₂₈H₂₈OSi
• 分子量: 408.615
• InChiKey: QLLGJWVAIDWGAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.94
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(2-((4-methoxyphenyl)ethynyl)phenyl)-3-(trimethylsilyl)-prop-2-ynyl acetate 在 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 14.25h， 生成 [5-(4-methoxyphenyl)-6-methyl-11H-benzo[b]fluoren-10-yl]-trimethylsilane 、
  参考文献：
  名称：

  Nonstatistical Dynamic Effects in the Thermal C²–C⁶ Diels–Alder Cyclization of Enyne–Allenes

  摘要：

  The Diels-Alder (DA) reaction channel of the thermal C-2-C-6 (Schmittel) cyclization of enyne-allenes is studied computationally and experimentally evaluating the influence of temperature on product ratios. Remote substituents at the alkyne terminus influence the mechanism of the C-2-C-6/DA cyclization steering it either to a stepwise or a concerted course. Temperature independent product ratios, selectivity of product formation, and computational results obtained at (U)BLYP/6-31G(d) level unveil a mechanism that is strongly controlled by nonstatistical dynamics.

  DOI：

  10.1021/jo302524a

文献信息

• Nonstatistical Dynamic Effects in the Thermal C²–C⁶ Diels–Alder Cyclization of Enyne–Allenes
  作者：Debabrata Samanta、Mehmet Emin Cinar、Kalpataru Das、Michael Schmittel

  DOI：10.1021/jo302524a

  日期：2013.2.15

  The Diels-Alder (DA) reaction channel of the thermal C-2-C-6 (Schmittel) cyclization of enyne-allenes is studied computationally and experimentally evaluating the influence of temperature on product ratios. Remote substituents at the alkyne terminus influence the mechanism of the C-2-C-6/DA cyclization steering it either to a stepwise or a concerted course. Temperature independent product ratios, selectivity of product formation, and computational results obtained at (U)BLYP/6-31G(d) level unveil a mechanism that is strongly controlled by nonstatistical dynamics.