4,6-diisopropenyl-N,N'-di(4-t-butylphenyl)-1,3-benzenediamine | 858779-78-9

• 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: 4,6-diisopropenyl-N,N'-di(4-t-butylphenyl)-1,3-benzenediamine
• 英文别名: 1-N,3-N-bis(4-tert-butylphenyl)-4,6-bis(prop-1-en-2-yl)benzene-1,3-diamine
• CAS: 858779-78-9
• 化学式: C₃₂H₄₀N₂
• 分子量: 452.683
• InChiKey: BPRARBPCOQLDFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,6-diisopropenyl-N,N'-di(4-t-butylphenyl)-1,3-benzenediamine 在 磷酸 、 过氧化苯甲酰 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 8,18,27,37-tetratert-butyl-11,11,15,15,30,30,34,34-octamethyl-4,22,23,41-tetrazadodecacyclo[21.19.1.12,14.03,12.04,41.05,10.016,21.024,29.031,43.033,42.035,40.022,44]tetratetraconta-1(42),2,5(10),6,8,12,14(44),16(21),17,19,24(29),25,27,31(43),32,35(40),36,38-octadecaene
  参考文献：
  名称：

  π-Conjugated Conjoined Double Helicene via a Sequence of Three Oxidative CC- and NN-Homocouplings

  摘要：

  Dimerization of planarized diamine 2 using benzoyl peroxide gave dihydrazine 1 in about 70% yield; that is, three dehydrogenations (one CC- and two NN-homocouplings) and two ring closures were attained in one synthetic step. Dihydrazine 1 may be viewed as a chiral pi-conjugated conjoined double helicene, with two homochiral [5]helicene-like fragments, annelated in their mid-sections. A relatively high barrier of approximately 35 kcal mol-1 for inversion of configuration for one of the [5]helicene-like helices in 1 was found.

  DOI：

  10.1021/ja051521v
• 作为产物：
  描述：

  4-叔丁基苯胺 、 苯,1,5-二溴-2,4-二(1-甲基乙烯基)- 在 palladium diacetate 、 三叔丁基膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以48%的产率得到4,6-diisopropenyl-N,N'-di(4-t-butylphenyl)-1,3-benzenediamine
  参考文献：
  名称：

  π-Conjugated Conjoined Double Helicene via a Sequence of Three Oxidative CC- and NN-Homocouplings

  摘要：

  Dimerization of planarized diamine 2 using benzoyl peroxide gave dihydrazine 1 in about 70% yield; that is, three dehydrogenations (one CC- and two NN-homocouplings) and two ring closures were attained in one synthetic step. Dihydrazine 1 may be viewed as a chiral pi-conjugated conjoined double helicene, with two homochiral [5]helicene-like fragments, annelated in their mid-sections. A relatively high barrier of approximately 35 kcal mol-1 for inversion of configuration for one of the [5]helicene-like helices in 1 was found.

  DOI：

  10.1021/ja051521v

文献信息

• π-Conjugated Conjoined Double Helicene via a Sequence of Three Oxidative CC- and NN-Homocouplings
  作者：Kouichi Shiraishi、Andrzej Rajca、Maren Pink、Suchada Rajca

  DOI：10.1021/ja051521v

  日期：2005.7.1

  Dimerization of planarized diamine 2 using benzoyl peroxide gave dihydrazine 1 in about 70% yield; that is, three dehydrogenations (one CC- and two NN-homocouplings) and two ring closures were attained in one synthetic step. Dihydrazine 1 may be viewed as a chiral pi-conjugated conjoined double helicene, with two homochiral [5]helicene-like fragments, annelated in their mid-sections. A relatively high barrier of approximately 35 kcal mol-1 for inversion of configuration for one of the [5]helicene-like helices in 1 was found.