5-(4,4''-di-tert-butyl-4',5',6'-tris(4-(tert-butyl)phenyl)-[1,1':2',1''-terphenyl]-3'-yl)pyrimidine | 1158990-31-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(4,4''-di-tert-butyl-4',5',6'-tris(4-(tert-butyl)phenyl)-[1,1':2',1''-terphenyl]-3'-yl)pyrimidine
• CAS: 1158990-31-8
• 化学式: C₆₀H₆₈N₂
• 分子量: 817.213
• InChiKey: DZYGKGFQHGVGTN-UHFFFAOYSA-N

物化性质

• 沸点：
  702.2±39.0 °C(predicted)
• 密度：
  1.020±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16.97
• 重原子数：
  62.0
• 可旋转键数：
  6.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-(4,4''-di-tert-butyl-4',5',6'-tris(4-(tert-butyl)phenyl)-[1,1':2',1''-terphenyl]-3'-yl)pyrimidine 在 iron(III) chloride 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 反应 1.5h， 以85%的产率得到5,15-Ditert-butyl-20,21,22-tris(4-tert-butylphenyl)-9,11-diazahexacyclo[10.10.2.02,7.08,24.013,18.019,23]tetracosa-1(23),2(7),3,5,8(24),9,11,13(18),14,16,19,21-dodecaene
  参考文献：
  名称：

  Cyclodehydrogenation of hetero-oligophenylenes

  摘要：

  Pyrimidyl-penta-phenylbenzenes have been synthesized by Diels-Alder addition of phenyl-ethynylpyrimidines and tetraphenylcyclopentadienones under microwave irradiation. Scholl reactions of these Compounds led to two types of hetero polyaromatic hydrocarbons: (a) partial cyclization by creation of two C-C bonds ortho to the pyrimidine nitrogen atoms gave substituted tribenzo[e,ghj]perimidine (N-1/3HSB) in high yields; (b) when the position 2 of the pyrimidine ring was substituted by a tert-butyl group, the Scholl reaction was complete and provided the first example of a diaza-hexa-peribenzocoronene. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.029
• 作为产物：
  描述：

  5-((4-tert-butylphenyl)ethynyl)pyrimidine 、 2,3,4,5-tetrakis(4-(tert-butyl)phenyl)cyclopenta-2,4-dien-1-one 以 二苯醚 为溶剂， 反应 0.75h， 以46%的产率得到5-(4,4''-di-tert-butyl-4',5',6'-tris(4-(tert-butyl)phenyl)-[1,1':2',1''-terphenyl]-3'-yl)pyrimidine
  参考文献：
  名称：

  Cyclodehydrogenation of hetero-oligophenylenes

  摘要：

  Pyrimidyl-penta-phenylbenzenes have been synthesized by Diels-Alder addition of phenyl-ethynylpyrimidines and tetraphenylcyclopentadienones under microwave irradiation. Scholl reactions of these Compounds led to two types of hetero polyaromatic hydrocarbons: (a) partial cyclization by creation of two C-C bonds ortho to the pyrimidine nitrogen atoms gave substituted tribenzo[e,ghj]perimidine (N-1/3HSB) in high yields; (b) when the position 2 of the pyrimidine ring was substituted by a tert-butyl group, the Scholl reaction was complete and provided the first example of a diaza-hexa-peribenzocoronene. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.029