(S)-3,3’-di-tert-butyl-5,5’,6,6’-tetramethyl-2’-(trimethylsilyloxy)biphenyl-2-ol

• 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: (S)-3,3’-di-tert-butyl-5,5’,6,6’-tetramethyl-2’-(trimethylsilyloxy)biphenyl-2-ol
• 英文别名: (S)-3,3'-di-tert-butyl-5,5',6,6'-tetramethyl-2'-(trimethylsilyloxy)biphenyl-2-ol；(S)-BiphenTMS；(S)-3,3'-di-tert-butyl-5,5',6,6'-tetramethyl-2'-(trimethylsilyloxy)biphenyl-2-olate；6-Tert-butyl-2-(5-tert-butyl-2,3-dimethyl-6-trimethylsilyloxyphenyl)-3,4-dimethylphenol；6-tert-butyl-2-(5-tert-butyl-2,3-dimethyl-6-trimethylsilyloxyphenyl)-3,4-dimethylphenol
• 化学式: C₂₇H₄₂O₂Si
• 分子量: 426.715
• InChiKey: ALXZCVFDWNXCQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三氟甲磺酸三甲基硅酯 、 (±)-5,5’,6,6’-四甲基-3,3’-二-叔丁-1,1’-二联苯-2,2’-二醇 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到(S)-3,3’-di-tert-butyl-5,5’,6,6’-tetramethyl-2’-(trimethylsilyloxy)biphenyl-2-ol
  参考文献：
  名称：

  Highly Z-Selective Metathesis Homocoupling of Terminal Olefins

  摘要：

  Mo and W MonoAryloxide-Pyrrolide (MAP) otefin metathesis catalysts can couple terminal olefins to give as high as >98% Z-products in moderate to high yields with as little as 0.2% catalyst. Results are reported for 1-hexene, 1-octene, allylbenzene, allyltrimethylsilane, methyl-10-undecenoate, methyl-9-decenoate, allylB(pinacolate), allyloBenzyl, allylNHTosyl, and allylNHPh. It is proposed that high Z-selectivity is achieved because a large aryloxide only allows metallacyclobutanes to form that contain adjacent cis substituents and because isomerization of Z-product to E-product can be stow in that same steric environment.

  DOI：

  10.1021/ja908098t

文献信息

• Highly <i>Z</i>-Selective Metathesis Homocoupling of Terminal Olefins
  作者：Annie J. Jiang、Yu Zhao、Richard R. Schrock、Amir H. Hoveyda

  DOI：10.1021/ja908098t

  日期：2009.11.25

  Mo and W MonoAryloxide-Pyrrolide (MAP) otefin metathesis catalysts can couple terminal olefins to give as high as >98% Z-products in moderate to high yields with as little as 0.2% catalyst. Results are reported for 1-hexene, 1-octene, allylbenzene, allyltrimethylsilane, methyl-10-undecenoate, methyl-9-decenoate, allylB(pinacolate), allyloBenzyl, allylNHTosyl, and allylNHPh. It is proposed that high Z-selectivity is achieved because a large aryloxide only allows metallacyclobutanes to form that contain adjacent cis substituents and because isomerization of Z-product to E-product can be stow in that same steric environment.