1-(4''-methoxy-[1,1';3',1'']terphenyl-4-yl)ethanone

• 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: 1-(4''-methoxy-[1,1';3',1'']terphenyl-4-yl)ethanone
• 英文别名: 1-[4-[3-(4-Methoxyphenyl)phenyl]phenyl]ethanone
• 化学式: C₂₁H₁₈O₂
• 分子量: 302.373
• InChiKey: MJSJPYAGNOQUDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  间氯溴苯 在 palladium diacetate 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 1-(4''-methoxy-[1,1';3',1'']terphenyl-4-yl)ethanone
  参考文献：
  名称：

  A Practical and General Synthesis of Unsymmetrical Terphenyls

  摘要：

  [GRAPHICS]A synthetic procedure was developed that enables sequential chemoselective Suzuki-Miyaura cross-coupling of chlorobromobenzene with arylboronic acids. The first coupling is achieved at room temperature using a ligandless palladium catalyst. The chlorobiaryl product can then be subjected directly to the second coupling, facilitated by the SPhos ligand. Using this methodology, parallel synthesis of 32 unsymmetrical o-, m-, and p-terphenyl compounds was accomplished in good to excellent overall yields.

  DOI：

  10.1021/jo701308b

文献信息

• Disubstituted Benzenes from Acyclic Precursors by a [5+1] Annulation
  作者：Malcolm Stewart、David Daniels、John Brown、Maud Gayral、Yingjian Xu

  DOI：10.1055/s-0029-1217162

  日期：——

  Horner―Wadsworth―Emmons reaction of stannylvinylphosphonates with aldehydes and mild thermal cyclisation provides disubstituted arylstannanes. Subsequent Stille coupling leads to regiospecific synthesis of m- and p-terphenyls.

  Horner-Wadsworth-Emmons 与醛和温和的热环化反应生成二取代的芳基锡烷。随后的 Stille 偶联导致间三联苯和对三联苯的区域特异性合成。
• A Practical and General Synthesis of Unsymmetrical Terphenyls
  作者：Jose M. Antelo Miguez、Luis Angel Adrio、Antonio Sousa-Pedrares、Jose M. Vila、King Kuok (Mimi) Hii

  DOI：10.1021/jo701308b

  日期：2007.9.1

  [GRAPHICS]A synthetic procedure was developed that enables sequential chemoselective Suzuki-Miyaura cross-coupling of chlorobromobenzene with arylboronic acids. The first coupling is achieved at room temperature using a ligandless palladium catalyst. The chlorobiaryl product can then be subjected directly to the second coupling, facilitated by the SPhos ligand. Using this methodology, parallel synthesis of 32 unsymmetrical o-, m-, and p-terphenyl compounds was accomplished in good to excellent overall yields.