Tert-butyl-dimethyl-(4-trimethylsilylcyclohexa-1,4-dien-1-yl)oxysilane | 143106-10-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Tert-butyl-dimethyl-(4-trimethylsilylcyclohexa-1,4-dien-1-yl)oxysilane
• CAS: 143106-10-9
• 化学式: C₁₅H₃₀OSi₂
• 分子量: 282.574
• InChiKey: JDZRJLTVTOJBSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Tert-butyl-dimethyl-(4-trimethylsilylcyclohexa-1,4-dien-1-yl)oxysilane 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以74%的产率得到tert-butyldimethyl(4-trimethylsilylphenoxy)silane
  参考文献：
  名称：

  An unprecedented electronic preference for the "meta" product in Diels-Alder reactions of ethynyldialkylboranes. [(Trimethylsilyl)ethynyl]-9-BBN as a reactive and versatile dienophile

  摘要：

  [(Trimethylsilyl)ethynyl]-9-BBN undergoes Diels-Alder reactions with acyclic dienes at 100-degrees-C to afford 1,4-cyclohexadienes in high yields. The novel regiochemistry of these reactions is consistent with an ab initio prediction of advanced bonding to boron in a [4 atom + 3 atom transition state.

  DOI：

  10.1021/jo00044a008
• 作为产物：
  描述：

  2-(tert-butyldimethylsiloxy)-1,3-butadiene 、 B-<2-(trimethylsilyl)ethynyl>-9-borabicyclo<3.3.1>nonane*THF 在 溶剂黄146 作用下， 生成 tert-butyldimethyl(4-trimethylsilylphenoxy)silane 、 Tert-butyl-dimethyl-(4-trimethylsilylcyclohexa-1,4-dien-1-yl)oxysilane
  参考文献：
  名称：

  An unprecedented electronic preference for the "meta" product in Diels-Alder reactions of ethynyldialkylboranes. [(Trimethylsilyl)ethynyl]-9-BBN as a reactive and versatile dienophile

  摘要：

  [(Trimethylsilyl)ethynyl]-9-BBN undergoes Diels-Alder reactions with acyclic dienes at 100-degrees-C to afford 1,4-cyclohexadienes in high yields. The novel regiochemistry of these reactions is consistent with an ab initio prediction of advanced bonding to boron in a [4 atom + 3 atom transition state.

  DOI：

  10.1021/jo00044a008

文献信息

• An unprecedented electronic preference for the "meta" product in Diels-Alder reactions of ethynyldialkylboranes. [(Trimethylsilyl)ethynyl]-9-BBN as a reactive and versatile dienophile
  作者：Daniel A. Singleton、Shun Wang Leung

  DOI：10.1021/jo00044a008

  日期：1992.8

  [(Trimethylsilyl)ethynyl]-9-BBN undergoes Diels-Alder reactions with acyclic dienes at 100-degrees-C to afford 1,4-cyclohexadienes in high yields. The novel regiochemistry of these reactions is consistent with an ab initio prediction of advanced bonding to boron in a [4 atom + 3 atom transition state.