tert-butyl(4-(4-methoxyphenyl)butoxy)dimethylsilane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tert-butyl(4-(4-methoxyphenyl)butoxy)dimethylsilane
• 英文别名: Tert-butyl-[4-(4-methoxyphenyl)butoxy]-dimethylsilane
• 化学式: C₁₇H₃₀O₂Si
• 分子量: 294.51
• InChiKey: SGMRKWUEBQEIFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  苯甲酰腈 、 tert-butyl(4-(4-methoxyphenyl)butoxy)dimethylsilane 在 [Ir(dF(CF₃)ppy)₂(dtbbpy)](PF₆) 、 Potassium benzoate 作用下， 以 乙腈 为溶剂， 以51 %的产率得到
  参考文献：
  名称：

  苯甲酰氰，一种用于光氧化还原催化的苯甲基位点选择性酰化反应的通用自由基酰化试剂

  摘要：

  基于合理的设计，首次将著名的离子酰化试剂苯甲酰氰开发为用于苄型位点选择性酰化反应的通用自由基酰化试剂。利用可见光光氧化还原催化的单电子转移（SET）和氢原子转移（HAT）策略，开发了两种不同的具有高原子经济性的直接苄基C-H酰化反应。这种新开发的自由基酰化试剂还可用于实现苯乙烯的三组分酰基三氟甲基化，这通常很难通过其他方式实现。所有这些反应均在温和的无镍和无 NHC 条件下进行，具有高官能团耐受性。此外，根据我们详细的机理实验，为这些转变提出了自由基-自由基交叉耦合机制的过程。

  DOI：

  10.1007/s11426-024-2309-5
• 作为产物：
  描述：

  4-氯苯甲醚 、 potassium 4-(tert-butyldimethylsilyloxy)butyltrifluoroborate 在 palladium diacetate 、 potassium carbonate 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 水 、 甲苯 为溶剂， 反应 36.0h， 以71%的产率得到tert-butyl(4-(4-methoxyphenyl)butoxy)dimethylsilane
  参考文献：
  名称：

  Suzuki−Miyaura Cross-Coupling Reactions of Primary Alkyltrifluoroborates with Aryl Chlorides

  摘要：

  Parallel microscale experimentation was used to develop general conditions for the Suzuki-Miyaura cross-coupling of diversely functionalized primary alkyltrifluoroborates with a variety of aryl chlorides. These conditions were found to be amenable to coupling with aryl bromides, iodides, and triflates as well. The conditions that were previously identified through similar techniques to promote the cross-coupling of secondary alkyltrifluoroborates with aryl chlorides were not optimal for the primary alkyltrifluoroborates, thus demonstrating the value of parallel experimentation to develop novel, substrate specific results.

  DOI：

  10.1021/jo900152n

文献信息

• Mix-and-Heat Benzylation of Alcohols Using a Bench-Stable Pyridinium Salt
  作者：Kevin W. C. Poon、Gregory B. Dudley

  DOI：10.1021/jo0602773

  日期：2006.5.1

  2-Benzyloxy-1-methylpyridinium triflate (1) is a stable, neutral organic salt that converts alcohols into benzyl ethers upon warming. The synthesis and reactivity of 1 are described herein. Benzylation of a wide range of alcohols occurs in good to excellent yield.
• Suzuki−Miyaura Cross-Coupling Reactions of Primary Alkyltrifluoroborates with Aryl Chlorides
  作者：Spencer D. Dreher、Siang-Ee Lim、Deidre L. Sandrock、Gary A. Molander

  DOI：10.1021/jo900152n

  日期：2009.5.15

  Parallel microscale experimentation was used to develop general conditions for the Suzuki-Miyaura cross-coupling of diversely functionalized primary alkyltrifluoroborates with a variety of aryl chlorides. These conditions were found to be amenable to coupling with aryl bromides, iodides, and triflates as well. The conditions that were previously identified through similar techniques to promote the cross-coupling of secondary alkyltrifluoroborates with aryl chlorides were not optimal for the primary alkyltrifluoroborates, thus demonstrating the value of parallel experimentation to develop novel, substrate specific results.