(E)-1-bromo-1-(p-tolyl)-3,3-di(p-methoxyphenyl)prop-1-ene | 1160493-00-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-bromo-1-(p-tolyl)-3,3-di(p-methoxyphenyl)prop-1-ene
• 英文别名: 1-[(E)-1-bromo-3,3-bis(4-methoxyphenyl)prop-1-enyl]-4-methylbenzene
• CAS: 1160493-00-4
• 化学式: C₂₄H₂₃BrO₂
• 分子量: 423.349
• InChiKey: MKPHIIOWGMZDGB-LFVJCYFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-bromo-1-(p-tolyl)-3,3-di(p-methoxyphenyl)prop-1-ene 在 正丁基锂 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 (Z)-4,4'-(3-(p-tolyl)prop-2-ene-1,1-diyl)bis(methoxybenzene)
  参考文献：
  名称：

  Stereo-selective synthesis of cis-alkenes/halo-alkenes by reaction of diphenylmethane with ethynylbenzenes via sp3 C–H bond activation promoted by iron salts

  摘要：

  A stereo-selective reaction for the synthesis of cis-alkenes/halo-alkenes from diphenylmethane and ethynylbenzenes was developed in the presence of iron(III) bromide or chloride. Alkenyl bromides/chlorides were obtained in comparatively good yields in chlorobenzene under mild reaction conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.083
• 作为产物：
  描述：

  4,4-二甲氧基二苯基甲烷 、 4-甲苯基乙炔 在 ferric(III) bromide 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 氯苯 为溶剂， 反应 12.0h， 以69%的产率得到(E)-1-bromo-1-(p-tolyl)-3,3-di(p-methoxyphenyl)prop-1-ene
  参考文献：
  名称：

  Stereo-selective synthesis of cis-alkenes/halo-alkenes by reaction of diphenylmethane with ethynylbenzenes via sp3 C–H bond activation promoted by iron salts

  摘要：

  A stereo-selective reaction for the synthesis of cis-alkenes/halo-alkenes from diphenylmethane and ethynylbenzenes was developed in the presence of iron(III) bromide or chloride. Alkenyl bromides/chlorides were obtained in comparatively good yields in chlorobenzene under mild reaction conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.083

文献信息

• Titanium(IV) Halide Mediated Coupling of Alkoxides and Alkynes: An Efficient and Stereoselective Route to Trisubstituted (<i>E</i>)-Alkenyl Halides
  作者：Min-Liang Yao、Travis R. Quick、Zhongzhi Wu、Michael P. Quinn、George W. Kabalka

  DOI：10.1021/ol900669t

  日期：2009.6.18

  Alkoxide C-O bond cleavage occurs readily at room temperature in the presence of titanium(IV) halide. Capture of the resultant carbocation by alkynes provides an efficient route to trisubstituted (E)-alkenyl halides with high stereoselectivity.