2,10,2',10'-Tetra-tert-butyl-12,12,14,14,12',12',14',14'-octamethyl-5,7,12,14,5',7',12',14'-octahydro-[6,6']bi[5,7-diaza-pentacenyl] | 858779-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,10,2',10'-Tetra-tert-butyl-12,12,14,14,12',12',14',14'-octamethyl-5,7,12,14,5',7',12',14'-octahydro-[6,6']bi[5,7-diaza-pentacenyl]
• 英文别名: 2,10-Ditert-butyl-6-(2,10-ditert-butyl-12,12,14,14-tetramethyl-5,7-dihydroquinolino[3,2-b]acridin-6-yl)-12,12,14,14-tetramethyl-5,7-dihydroquinolino[3,2-b]acridine；2,10-ditert-butyl-6-(2,10-ditert-butyl-12,12,14,14-tetramethyl-5,7-dihydroquinolino[3,2-b]acridin-6-yl)-12,12,14,14-tetramethyl-5,7-dihydroquinolino[3,2-b]acridine
• CAS: 858779-80-3
• 化学式: C₆₄H₇₈N₄
• 分子量: 903.35
• InChiKey: VFVSLMAQBYWDKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.9
• 重原子数：
  68
• 可旋转键数：
  5
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  48.1
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,10,2',10'-Tetra-tert-butyl-12,12,14,14,12',12',14',14'-octamethyl-5,7,12,14,5',7',12',14'-octahydro-[6,6']bi[5,7-diaza-pentacenyl] 在 过氧化苯甲酰 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 以0.8 mg的产率得到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：

  2,10-Di-tert-butyl-12,12,14,14-tetramethyl-5,7,12,14-tetrahydro-5,7-diaza-pentacene 在 过氧化苯甲酰 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以70%的产率得到2,10,2',10'-Tetra-tert-butyl-12,12,14,14,12',12',14',14'-octamethyl-5,7,12,14,5',7',12',14'-octahydro-[6,6']bi[5,7-diaza-pentacenyl]
  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.