1,3-bis(1-naphthyl)-5-(2-naphthyl)benzene | 173678-08-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,3-bis(1-naphthyl)-5-(2-naphthyl)benzene
• 英文别名: 1,3-Bis-(1-naphthyl)-5-(2-naphthyl)benzene；1-(3-naphthalen-1-yl-5-naphthalen-2-ylphenyl)naphthalene
• CAS: 173678-08-5
• 化学式: C₃₆H₂₄
• 分子量: 456.587
• InChiKey: VXSQKZMGGJJLRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,3-dibromo-5-(2-naphthyl)benzene 、 1-萘硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 20.0h， 以50%的产率得到1,3-bis(1-naphthyl)-5-(2-naphthyl)benzene
  参考文献：
  名称：

  Organic Glass-Forming Materials:  1,3,5-Tris(naphthyl)benzene Derivatives

  摘要：

  The organic glass-forming materials 1,3-bis(1-naphthyl)-5-(2-naphthyl)benzene (2) and its partially deuterated analogue, 1,3-bis(1-naphthyl-d(7))-5-(2-naphthyl)benzene (2-d(14)), have been synthesized on a gram scale using Suzuki coupling reactions. Detailed spectroscopic studies afford complete NMR assignments (H-1, H-2, C-13) for both compounds. Modest energy barriers for the interconversion of atropisomers (ca. 15 kcal/mol) result in a propensity for these materials to form supercooled liquids and glasses, rather than undergoing crystallization. The preparation of these materials enables detailed studies of physical properties of organic glasses and molecular diffusion in condensed phases.

  DOI：

  10.1021/jo701921m

文献信息

• Organic Glass-Forming Materials:  1,3,5-Tris(naphthyl)benzene Derivatives
  作者：Paul A. Bonvallet、Caroline J. Breitkreuz、Yong Seol Kim、Eric M. Todd、Katherine Traynor、Charles G. Fry、M. D. Ediger、Robert J. McMahon

  DOI：10.1021/jo701921m

  日期：2007.12.1

  The organic glass-forming materials 1,3-bis(1-naphthyl)-5-(2-naphthyl)benzene (2) and its partially deuterated analogue, 1,3-bis(1-naphthyl-d(7))-5-(2-naphthyl)benzene (2-d(14)), have been synthesized on a gram scale using Suzuki coupling reactions. Detailed spectroscopic studies afford complete NMR assignments (H-1, H-2, C-13) for both compounds. Modest energy barriers for the interconversion of atropisomers (ca. 15 kcal/mol) result in a propensity for these materials to form supercooled liquids and glasses, rather than undergoing crystallization. The preparation of these materials enables detailed studies of physical properties of organic glasses and molecular diffusion in condensed phases.