(1RS,2RS,1'RS,2'RS,1''RS)-2-(1,2,1',2',1'',2''-hexahydro[1,1':2',1'']teracenaphthylen-2-yl)-2-methylpropionitrile

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1RS,2RS,1'RS,2'RS,1''RS)-2-(1,2,1',2',1'',2''-hexahydro[1,1':2',1'']teracenaphthylen-2-yl)-2-methylpropionitrile
• 英文别名: 2-[(1R,2R)-2-[(1R,2S)-2-[(1R)-1,2-dihydroacenaphthylen-1-yl]-1,2-dihydroacenaphthylen-1-yl]-1,2-dihydroacenaphthylen-1-yl]-2-methylpropanenitrile
• 化学式: C₄₀H₃₁N
• 分子量: 525.693
• InChiKey: KQZNFRHSHVVUHO-ROBFVIIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  41
• 可旋转键数：
  3
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苊烯 在 偶氮二异丁腈 作用下， 以 甲苯 为溶剂， 反应 44.0h， 生成 (1RS,2RS,1'RS,2'RS,1''RS)-2-(1,2,1',2',1'',2''-hexahydro[1,1':2',1'']teracenaphthylen-2-yl)-2-methylpropionitrile
  参考文献：
  名称：

  Synthesis and Fluorescence of a Series of Multichromophoric Acenaphthenyl Compounds

  摘要：

  [GRAPHICS]A novel free radical trapping reaction based on a stepwise radical reversible addition-fragmentation mechanism has been utilized to synthesize a series of acenaphthenyl dimers and trimers. The synthetic procedure involves the reaction of acenaphthylene with dithiobenzoate compounds (S=C(Ph)-SR) in the presence of a free radical initiator followed by reduction of the dithiobenzoyl end group with tributyltin hydride. Stereoisomers of the compounds have been isolated and their structures determined by proton NMR and X-ray crystallography. The solution fluorescence of the compounds has been characterized to reveal the requirements for intramolecular excimer (excited-state dimer) formation. Only in compounds containing identical stereochemical arrangements of adjacent acenaphthenyl groups is excimer fluorescence observed following photoexcitation.

  DOI：

  10.1021/jo047899d

文献信息

• Synthesis and Fluorescence of a Series of Multichromophoric Acenaphthenyl Compounds
  作者：Ming Chen、Kenneth P. Ghiggino、San H. Thang、Jonathan White、Gerard J. Wilson

  DOI：10.1021/jo047899d

  日期：2005.3.1

  [GRAPHICS]A novel free radical trapping reaction based on a stepwise radical reversible addition-fragmentation mechanism has been utilized to synthesize a series of acenaphthenyl dimers and trimers. The synthetic procedure involves the reaction of acenaphthylene with dithiobenzoate compounds (S=C(Ph)-SR) in the presence of a free radical initiator followed by reduction of the dithiobenzoyl end group with tributyltin hydride. Stereoisomers of the compounds have been isolated and their structures determined by proton NMR and X-ray crystallography. The solution fluorescence of the compounds has been characterized to reveal the requirements for intramolecular excimer (excited-state dimer) formation. Only in compounds containing identical stereochemical arrangements of adjacent acenaphthenyl groups is excimer fluorescence observed following photoexcitation.