1-((3',5'-dimethoxybiphenyl-2-yl)ethynyl)-2-methylnaphthalene | 1421186-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-((3',5'-dimethoxybiphenyl-2-yl)ethynyl)-2-methylnaphthalene
• 英文别名: 2-[2-[2-(Cyclopenten-1-yl)phenyl]ethynyl]-1-methoxy-3-methylbenzene；2-[2-[2-(cyclopenten-1-yl)phenyl]ethynyl]-1-methoxy-3-methylbenzene
• CAS: 1421186-80-2
• 化学式: C₂₁H₂₀O
• 分子量: 288.389
• InChiKey: ZYAOKGJLRYDESW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  1-((3',5'-dimethoxybiphenyl-2-yl)ethynyl)-2-methylnaphthalene 在 tetrakis(acetonitrile)palladium(II) bis(tetrafluoroborate) 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以65%的产率得到4-(2-methoxy-6-methylphenyl)-2,3-dihydro-1H-cyclopenta[a]naphthalene
  参考文献：
  名称：

  Palladium(II)-catalyzed asymmetric cycloisomerization of enynes for axially chiral biaryl construction

  摘要：

  Palladium(II)-catalyzed asymmetric cycloisomerization of enynes with (R)-binap gave axially chiral biaryls with up to 99%ee. The reactivity and enantioselectivity depended on the nature and position of substituent of the arene ring. The enynes with ortho methoxy arene at alkyne terminus gave chiral biaryls with good enantioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.071
• 作为产物：
  描述：

  2-(2,2-dibromovinyl)-1-methoxy-3-methylbenzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四(三苯基膦)钯 、 正丁基锂 、 caesium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 1-((3',5'-dimethoxybiphenyl-2-yl)ethynyl)-2-methylnaphthalene
  参考文献：
  名称：

  Palladium(II)-catalyzed asymmetric cycloisomerization of enynes for axially chiral biaryl construction

  摘要：

  Palladium(II)-catalyzed asymmetric cycloisomerization of enynes with (R)-binap gave axially chiral biaryls with up to 99%ee. The reactivity and enantioselectivity depended on the nature and position of substituent of the arene ring. The enynes with ortho methoxy arene at alkyne terminus gave chiral biaryls with good enantioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.071

文献信息

• Palladium(II)-catalyzed asymmetric cycloisomerization of enynes for axially chiral biaryl construction
  作者：Nobuaki Kadoya、Masato Murai、Masako Ishiguro、Jun’ichi Uenishi、Motokazu Uemura

  DOI：10.1016/j.tetlet.2012.11.071

  日期：2013.2

  Palladium(II)-catalyzed asymmetric cycloisomerization of enynes with (R)-binap gave axially chiral biaryls with up to 99%ee. The reactivity and enantioselectivity depended on the nature and position of substituent of the arene ring. The enynes with ortho methoxy arene at alkyne terminus gave chiral biaryls with good enantioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.