| 1417621-48-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• CAS: 1417621-48-7
• 化学式: C₁₆H₂₄O
• 分子量: 232.366
• InChiKey: IXLSLKHBZWRSJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1-溴-1-甲基环己烷 、 (1s,5s)-9-(3-isopropoxyphenyl)-9-borabicyclo[3.3.1]nonane 在 lithium tert-butoxide 、 NiBr2*diglyme 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 异丁醇 、 苯 为溶剂， 反应 28.83h， 以54%的产率得到
  参考文献：
  名称：

  Nickel-Catalyzed Carbon–Carbon Bond-Forming Reactions of Unactivated Tertiary Alkyl Halides: Suzuki Arylations

  摘要：

  The first Suzuki cross-couplings of unactivated tertiary alkyl electrophiles are described. The method employs a readily accessible catalyst (NiBr2 center dot diglyme/4,4'-di-tert-butyl-2,2'-bipyridine, both commercially available) and represents the initial example of the use of a group 10 catalyst to cross-couple unactivated tertiary electrophiles to form C-C bonds. This approach to the synthesis of all-carbon quaternary carbon centers does not suffer from isomerization of the, alkyl group, in contrast with the umpolung strategy for this bond construction (cross-coupling of a tertiary alkylmetal with an aryl electrophile). Preliminary mechanistic studies are consistent with the generation of a radical intermediate along the reaction pathway.

  DOI：

  10.1021/ja311669p

文献信息

• Nickel-Catalyzed Carbon–Carbon Bond-Forming Reactions of Unactivated Tertiary Alkyl Halides: Suzuki Arylations
  作者：Susan L. Zultanski、Gregory C. Fu

  DOI：10.1021/ja311669p

  日期：2013.1.16

  The first Suzuki cross-couplings of unactivated tertiary alkyl electrophiles are described. The method employs a readily accessible catalyst (NiBr2 center dot diglyme/4,4'-di-tert-butyl-2,2'-bipyridine, both commercially available) and represents the initial example of the use of a group 10 catalyst to cross-couple unactivated tertiary electrophiles to form C-C bonds. This approach to the synthesis of all-carbon quaternary carbon centers does not suffer from isomerization of the, alkyl group, in contrast with the umpolung strategy for this bond construction (cross-coupling of a tertiary alkylmetal with an aryl electrophile). Preliminary mechanistic studies are consistent with the generation of a radical intermediate along the reaction pathway.